Ruthenium-catalyzed synthesis of indole derivatives from N-aryl-2-aminopyridines and alpha-carbonyl sulfoxonium ylides

Xin-Feng Cui, Zi-Hui Ban, Wa-Fa Tian, Fang-Peng Hu, Xiao-Qiang Zhou, Hao-Jie Ma, Zhen-Zhen Zhan and Guo-Sheng Huang

Org. Biomol. Chem., 2019, 17, 240
DOI: 10.1039/C8OB02818D

Recent advances in the Rh-catalyzed cascade arene C–H bond activation/annulation toward diverse heterocyclic compounds

Chang Wang, Fan Chen, Pengcheng Qian and Jiang Cheng

Org. Biomol. Chem., 2021, 19, 1705
DOI: 10.1039/D0OB02377A

Iridium-catalyzed B–H insertion of sulfoxonium ylides and borane adducts: a versatile platform to α-boryl carbonyls

Shang-Shi Zhang, Hui Xie, Bing Shu, Tong Che, Xiao-Tong Wang, Dongming Peng, Fan Yang and Luyong Zhang

Chem. Commun., 2020, 56, 423
DOI: 10.1039/C9CC08795H

Cobalt(iii)-catalyzed C–H amidation of weakly coordinating sulfoxonium ylides and α-benzoylketene dithioacetals

Qingqian Jia, Lingheng Kong and Xingwei Li

Org. Chem. Front., 2019, 6, 741
DOI: 10.1039/C8QO01270A

Rhodium(iii)-catalyzed annulative coupling between arenes and sulfoxonium ylides via C–H activation

Guangfan Zheng, Miaomiao Tian, Youwei Xu, Xiaohong Chen and Xingwei Li

Org. Chem. Front., 2018, 5, 998
DOI: 10.1039/C7QO01033H

Iridium-catalyzed arylation of sulfoxonium ylides and arylboronic acids: a straightforward preparation of α-aryl ketones

Bing Shu, Xiao-Tong Wang, Zi-Xuan Shen, Tong Che, Mei Zhong, Jia-Lin Song, Hua-Jie Kang, Hui Xie, Luyong Zhang and Shang-Shi Zhang

Org. Chem. Front., 2020, 7, 1802
DOI: 10.1039/D0QO00543F

Asymmetric transformations from sulfoxonium ylides

Clarice A. D. Caiuby, Lucas G. Furniel and Antonio C. B. Burtoloso

Chem. Sci., 2022, 13, 1192
DOI: 10.1039/D1SC05708A

Ruthenium(ii)-catalyzed synthesis of CF3-isoquinolinones via C–H activation/annulation of benzoic acids and CF3-imidoyl sulfoxonium ylides

Si Wen, Yuqing Zhang, Qingyu Tian, Yanhui Chen and Guolin Cheng

Org. Chem. Front., 2022, 9, 4388
DOI: 10.1039/D2QO00839D

Chemodivergent synthesis of functionalized methanodibenzo[b,f][1,5]diazocin-13-ylmethanones and tetrahydroquinolines via solvent-dependent AB2 and A2B2 multicomponent annulation reactions

Isravel Muthukrishnan, Muthu Karuppasamy, B. S. Vachan, Diksha Rajput, Nagarajan Subbiah, C. Uma Maheswari and Vellaisamy Sridharan

Org. Chem. Front., 2020, 7, 1616
DOI: 10.1039/D0QO00449A

Facile construction of hydrogenated azepino[3,2,1-hi]indoles by Rh(iii)-catalyzed C–H activation/[5 + 2] annulation of N-cyanoacetylindolines with sulfoxonium ylides

Panjie Hu, Ying Zhang, Bingxian Liu and Xingwei Li

Org. Chem. Front., 2018, 5, 3263
DOI: 10.1039/C8QO00861B

α-Carbonyl sulfoxonium ylides in transition metal-catalyzed C–H activation: a safe carbene precursor and a weak directing group

Anurag Singh, Shreemoyee Kumar and Chandra M. R. Volla

Org. Biomol. Chem., 2023, 21, 879
DOI: 10.1039/D2OB01835G

Ir(iii)-catalyzed selective C–H acylmethylation and dicarbonylation of indolizines with β-ketosulfoxonium ylides

Zi-Feng Yang, Yuan-Jie Meng, Xin-Xing Liu, Jiaohang Wei, Wen-Rong Wu, Xiang Liu, Shang-Shi Zhang and Pengju Feng

Chem. Commun., 2025, 61, 15441
DOI: 10.1039/D5CC04380H

Ru(ii) catalyzed chelation assisted C(sp2)–H bond functionalization along with concomitant (4 + 2) annulation

Anindita Sarkar, Moumita Saha and Asish R. Das

Org. Biomol. Chem., 2023, 21, 5567
DOI: 10.1039/D3OB00828B

Computational and experimental studies on copper-mediated selective cascade C–H/N–H annulation of electron-deficient acrylamide with arynes

Chao Chen, Yu Hao, Ting-Yu Zhang, Jin-Long Pan, Jun Ding, Heng-Ye Xiang, Man Wang, Tong-Mei Ding, Abing Duan and Shu-Yu Zhang

Chem. Commun., 2019, 55, 755
DOI: 10.1039/C8CC08708C

Rhodium(iii)-catalyzed C–H activation/annulation of N-iminopyridinium ylides with alkynes and diazo compounds

Xiang Li, Ruihong Zhang, Yaoting Qi, Qing Zhao and Tuanli Yao

Org. Chem. Front., 2021, 8, 1190
DOI: 10.1039/D0QO01333A

Rhodium(iii)-catalyzed three-component cascade synthesis of 6H-benzo[c]chromenes through C–H activation

Wei Yang, Jingyi Wang, He Wang, Lei Li, Yuekai Guan, Xianxiu Xu and Dayu Yu

Org. Biomol. Chem., 2018, 16, 6865
DOI: 10.1039/C8OB01938J

Annulative coupling of dicoumarols and β-ketosulfoxonium ylides: access to dihydrofuran-fused coumarins

Rahul Kumar Saini and Satyendra Kumar Pandey

Org. Biomol. Chem., 2025, 23, 8908
DOI: 10.1039/D5OB01305D

Rh(iii)-Catalyzed sequential ortho-C–H oxidative arylation/cyclization of sulfoxonium ylides with quinones toward 2-hydroxy-dibenzo[b,d]pyran-6-ones

Yaqun Dong, Jin-Tao Yu, Song Sun and Jiang Cheng

Chem. Commun., 2020, 56, 6688
DOI: 10.1039/D0CC00176G

Ru(ii)-Catalyzed regioselective carbene insertion into β-carbolines and isoquinolines

Stephy Elza John, Darshana Bora and Nagula Shankaraiah

Org. Biomol. Chem., 2022, 20, 5852
DOI: 10.1039/D2OB00946C

Water-mediated C–H activation of arenes with secure carbene precursors: the reaction and its application

Ruifang Nie, Ruizhi Lai, Songyang Lv, Yingying Xu, Li Guo, Qiantao Wang and Yong Wu

Chem. Commun., 2019, 55, 11418
DOI: 10.1039/C9CC05804D

Rhodium-catalysed regioselective [4 + 2]-type annulation of 1-H-indazoles with propargyl alcohols: direct access to 6-alkenylindazolo[3,2-a]isoquinolines

Xiang Zhao, Xuelin Yue, Zeng Han, Yadong Feng, Ting Gao, Sanshu Li and Xiuling Cui

Org. Chem. Front., 2022, 9, 5617
DOI: 10.1039/D2QO01258H

Isolation, synthesis and bioactivity of the cassiarins and related compounds: technological applications of polycyclic cassiarinoids

Didier F. Vargas, Enrique L. Larghi and Teodoro S. Kaufman

Org. Biomol. Chem., 2025, 23, 6468
DOI: 10.1039/D5OB00789E

Iridium-catalyzed [(5+1)−1] annulation of pyridinium 1,4-zwitterionic thiolates and sulfoxonium ylides: a versatile platform to indolizines

Sheng Fang, Wang-Liang Chen, Yuan-Jie Meng, Shang-Shi Zhang, Peng-Ju Feng and Bing Shu

Chem. Commun., 2025, 61, 14725
DOI: 10.1039/D5CC03199K

Indolizine synthesis via radical cyclization and demethylation of sulfoxonium ylides and 2-(pyridin-2-yl)acetate derivatives

Kexin Su, Xin Guo, Liangwei Zhu, Yafeng Liu, Yixuan Lu and Baohua Chen

Org. Chem. Front., 2021, 8, 4177
DOI: 10.1039/D1QO00550B

Rh(iii)-Catalyzed C–H activation/annulation of salicylaldehydes with sulfoxonium ylides for the synthesis of chromones

Libo Cai, Xiaoyi Zhu, Jiayi Chen, Aijun Lin and Hequan Yao

Org. Chem. Front., 2019, 6, 3688
DOI: 10.1039/C9QO00830F

Rh(iii)-Catalyzed dual C–H functionalization of 3-(1H-indol-3-yl)-3-oxopropanenitriles with sulfoxonium ylides or diazo compounds toward polysubstituted carbazoles

Yan Xiao, Hao Xiong, Song Sun, Jintao Yu and Jiang Cheng

Org. Biomol. Chem., 2018, 16, 8715
DOI: 10.1039/C8OB02145G

Ruthenium-catalyzed coupling of α-carbonyl phosphoniums with sulfoxonium ylides via C–H activation/Wittig reaction sequences

Tian Chen, Zhiqiang Ding, Yuqiu Guan, Ruike Zhang, Jinzhong Yao and Zhangpei Chen

Chem. Commun., 2021, 57, 2665
DOI: 10.1039/D1CC00433F

A rhodium-catalyzed C–H activation/cyclization approach toward the total syntheses of cassiarin C and 8-O-methylcassiarin A from a common intermediate

Didier F. Vargas, Santiago Fonzo, Sebastian O. Simonetti, Teodoro S. Kaufman and Enrique L. Larghi

Org. Biomol. Chem., 2024, 22, 7880
DOI: 10.1039/D4OB01122H

The solvent-controlled Rh(iii)-catalyzed switchable [4+2] annulation of 2-arylIndoles with iodonium ylides

Saiprasad Nunewar, Sanjeev Kumar, Pendam Priyanka, Pradeep Girase and Vinaykumar Kanchupalli

Chem. Commun., 2022, 58, 6140
DOI: 10.1039/D2CC01386J

Rhodium(iii)-catalyzed regioselective C2-alkenylation of indoles with CF3-imidoyl sulfoxonium ylides to give multi-functionalized enamines using a migratable directing group

Zuguang Yang, Jianhua Tang, Chen Li, Zhengkai Chen and Xiao-Feng Wu

Chem. Commun., 2023, 59, 318
DOI: 10.1039/D2CC06127A

Ru(ii)-Catalyzed C–H bond activation/annulation of N-iminopyridinium ylides with sulfoxonium ylides

Xiang Li, Danlu Li and Xiaofei Zhang

Org. Biomol. Chem., 2022, 20, 1475
DOI: 10.1039/D1OB02427B

Rh(iii)-catalyzed C–H/C–C bond annulation of enaminones with iodonium ylides to form isocoumarins

Zi Yang, Chaoshui Liu, Jieni Lei, Yi Zhou, Xiaohui Gao and Yaqian Li

Chem. Commun., 2022, 58, 13483
DOI: 10.1039/D2CC05899E

Rh(iii)-catalyzed [4 + 1] annulation of 1-arylindazolones with alkynyl cyclobutanols: access to indazolo[1,2-a]indazolones

Jiang Hu, Jidan Liu, Wenwen Cui, Liyao Zheng, Renjie Wang, Zhao-Qing Liu and Shouzhi Pu

Org. Biomol. Chem., 2024, 22, 6500
DOI: 10.1039/D4OB01067A

A hydrazine-directed Rh(iii) catalyzed (4+2) annulation with sulfoxonium ylides: synthesis and photophysical properties of dihydrocinnolines

Pothapragada S. K. Prabhakar Ganesh, Perumal Muthuraja and Purushothaman Gopinath

Chem. Commun., 2022, 58, 4211
DOI: 10.1039/D1CC06353G

Base-controlled regio-divergent C–H bond functionalization

Yanlong Luo, Xi Chen, Yongfang Han, Xiangyun Zhang, Lixia Zhang, Zongqi Zheng, Wenzhuo Ma, Guolong Lou, Dongdong Huang, Jianlong Li and Hebin Wang

Chem. Commun., 2025, 61, 5688
DOI: 10.1039/D4CC06431C

Synthesis of 1-aminoindole derivatives via Rh(iii)-catalyzed annulation reactions of hydrazines with sulfoxonium ylides

Wucheng Xie, Xin Chen, Junjun Shi, Jieshen Li and Riyao Liu

Org. Chem. Front., 2019, 6, 2662
DOI: 10.1039/C9QO00524B

Synthesis of indoles and quinazolines via additive-controlled selective C–H activation/annulation of N-arylamidines and sulfoxonium ylides

Ruizhi Lai, Xiaohua Wu, Songyang Lv, Chen Zhang, Maoyao He, Yuncan Chen, Qiantao Wang, Li Hai and Yong Wu

Chem. Commun., 2019, 55, 4039
DOI: 10.1039/C9CC01146C

Cp*Rh(iii)-catalyzed annulation of N-methoxybenzamide with 1,4,2-bisoxazol-5-one toward 2-aryl quinazolin-4(3H)-one derivatives

Hao Xiong, Shengbo Xu, Song Sun and Jiang Cheng

Org. Chem. Front., 2018, 5, 2880
DOI: 10.1039/C8QO00800K

Synthesis of cyclopropanes via palladium-catalyzed [2+1] annulations of sulfoxonium ylides and norbornenes

Wenguang Li, Yongqi Yu, Heyun Sheng, Man Cao, Ming Chen, Wenchao Gao, Xu Zhang, Fengyun Su and Ting Li

Chem. Commun., 2025, 61, 10835
DOI: 10.1039/D5CC02783G

Recent advances in Rh(iii)/Ir(iii)-catalyzed C–H functionalization/annulation via carbene migratory insertion

Sanjeev Kumar, Saiprasad Nunewar, Srilekha Oluguttula, Srinivas Nanduri and Vinaykumar Kanchupalli

Org. Biomol. Chem., 2021, 19, 1438
DOI: 10.1039/D0OB02309D

Ru(ii)-Catalyzed C–H activation/annulation reactions of N-aryl-pyrazolidinones with sulfoxonium ylides: synthesis of cinnoline-fused pyrazolidinones

Hai-Shan Jin, Ya-Zhen Du, Qing-Yang Zhao and Li-Ming Zhao

Org. Chem. Front., 2021, 8, 6350
DOI: 10.1039/D1QO01001H

Advances in umpolung annulations with hypervalent iodine diazos and sulfoxonium ylides

Jiawei He, Songling Zou, Danni Qiu, Limin Zhao and Xiang Liu

Chem. Commun., 2026, 62, 7907
DOI: 10.1039/D6CC00848H

Synthesis of isoxazolidines via catalyst-free one-pot three-component cycloaddition of sulfoxonium ylides, nitrosoarenes and alkenes

Xing Li, Pingan Zhai, Yongsheng Fang, Wenhui Li, Honghong Chang and Wenchao Gao

Org. Chem. Front., 2021, 8, 988
DOI: 10.1039/D0QO01471K

Rhodium(iii)-catalyzed unreactive C(sp3)–H alkenylation of N-alkyl-1H-pyrazoles with alkynes

Tongyu Li, Chang Liu, Shaonan Wu, Chen Chen and Bolin Zhu

Org. Biomol. Chem., 2019, 17, 7679
DOI: 10.1039/C9OB01531K

Rhodium-catalyzed C–H activation and three-component tandem annulation leading to isoquinolones

Xiao Liu, Kelu Yan, Jiangwei Wen, Qiuyun Li, Wenxu Shang, Xinming Yu and Xiu Wang

Org. Biomol. Chem., 2025, 23, 4694
DOI: 10.1039/D5OB00419E

Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of N-methoxybenzamides with a Rh(iii)-catalyst

Sivakalai Mayakrishnan, Masilamani Tamizmani and Naryanan Uma Maheswari

Chem. Commun., 2020, 56, 15462
DOI: 10.1039/D0CC06038K

Fluorination-triggered tandem cyclization of styrene-type carboxylic acids to access 3-aryl isocoumarin derivatives under microwave irradiation

Jinwei Yuan, Fanlin Zeng, Wenpeng Mai, Liangru Yang, Yongmei Xiao, Pu Mao and Donghui Wei

Org. Biomol. Chem., 2019, 17, 5038
DOI: 10.1039/C9OB00509A

Access to 2-naphthols via Ru(ii)-catalyzed C–H annulation of nitrones with α-diazo sulfonyl ketones

Lingheng Kong, Xi Han and Xingwei Li

Chem. Commun., 2019, 55, 7339
DOI: 10.1039/C9CC02949D

Easy synthesis of imidazo[1,5-a]indol-3-ones through Rh(iii)-catalyzed C–H allenylation/annulation

Bin Zhu, Zhenyu Yao, Lang Huang and Xiuling Cui

Chem. Commun., 2021, 57, 12012
DOI: 10.1039/D1CC04359E

Synthesis of isoquinolones by visible-light-induced deaminative [4+2] annulation reactions

Yating Zhao, Chengcheng Shi, Xing Su and Wujiong Xia

Chem. Commun., 2020, 56, 5259
DOI: 10.1039/D0CC01333A

Rhodium(iii)-catalyzed annulation of enamides with sulfoxonium ylides toward isoquinolines

Chao Hong, Shuling Yu, Zhanxiang Liu and Yuhong Zhang

RSC Adv., 2021, 11, 11490
DOI: 10.1039/D1RA01063H

Ru(ii)-catalyzed C6-selective C–H acylmethylation of pyridones using sulfoxonium ylides as carbene precursors

Yangjie Fu, Zhaohui Wang, Qiyu Zhang, Zhiyu Li, Hong Liu, Xiaoling Bi and Jiang Wang

RSC Adv., 2020, 10, 6351
DOI: 10.1039/C9RA10749E

Ru-catalyzed C–H activation/cyclization of oximes with sulfoxonium ylides to access isoquinolines

Darun Yang, Hongyan Xu, Xuejun Zhang, Yuntao Hu, Decai Huang and Huaiqing Zhao

Org. Biomol. Chem., 2023, 21, 6750
DOI: 10.1039/D3OB00805C

Rh(iii)-catalyzed C–H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones

Yubo Duan, Shu-Ning Lu, Zuguang Yang, Zhengkai Chen and Xiao-Feng Wu

Org. Chem. Front., 2023, 10, 3843
DOI: 10.1039/D3QO00803G

Catalytic asymmetric cyclopropanation of sulfoxonium ylides catalyzed by a chiral-at-metal rhodium complex

Siliang Ming, Jian Yang, Shi Wu, Gang Yao, Hongwei Xiong, Yu Du and Jun Gong

Org. Chem. Front., 2022, 9, 5147
DOI: 10.1039/D2QO01068B

Ruthenium(ii)-catalyzed selective C–H bond activation of imidamides and coupling with sulfoxonium ylides: an efficient approach for the synthesis of highly functional 3-ketoindoles

Chenglin Wu, Jianhui Zhou, Guoxue He, Huihui Li, Qiaolan Yang, Run Wang, Yu Zhou and Hong Liu

Org. Chem. Front., 2019, 6, 1183
DOI: 10.1039/C9QO00048H

Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts

Daniel Kaiser, Immo Klose, Rik Oost, James Neuhaus and Nuno Maulide

Chem. Rev., 2019, 119, 8701
DOI: 10.1021/acs.chemrev.9b00111

N‐Methoxybenzamide: A Versatile Directing Group for Palladium‐, Rhodium‐ and Ruthenium‐Catalyzed C−H Bond Activations

Dnyaneshwar D. Subhedar, Ashish A. Mishra and Bhalchandra M. Bhanage

Adv Synth Catal, 2019, 361, 4149
DOI: 10.1002/adsc.201900405

Rhodium(III)-Catalyzed Redox-Neutral [4 + 1]-Annulation of Unactivated Alkenes with Sulfoxonium Ylides

Pinki Sihag and Masilamani Jeganmohan

J. Org. Chem., 2022, 87, 11073
DOI: 10.1021/acs.joc.2c01324

Research Progress of Sulfoxonium Ylides in the Construction of Five/Six-Membered Nitrogen-Containing Heterocycles

Jiantao Zhang, Cong Zhang, Zidong Zheng, Peng Zhou and Weibing Liu

Chinese Journal of Organic Chemistry, 2022, 42, 2745
DOI: 10.6023/cjoc202204002

Mild Three-Step Consecutive C–H Activations

Yao-Yao Liu, Yuan-Lu Qu, Yan-Shang Kang, Yue-Lu Zhu, Wei-Yin Sun and Yi Lu

Org. Lett., 2022, 24, 3118
DOI: 10.1021/acs.orglett.2c00620

Rhodium(III)‐Catalyzed Cross‐Coupling of Sulfoxonium Ylides with Quinoline‐8‐carboxaldehydes for Synthesis of Quinoline‐1,3‐diketones

Xue‐Li Lyu, Shi‐Sheng Huang, Yuan‐Qiong Huang, Hong‐Jian Song, Yu‐Xiu Liu, Yong‐Qiang Li, Shao‐Xiang Yang and Qing‐Min Wang

Asian J Org Chem, 2021, 10, 176
DOI: 10.1002/ajoc.202000581

Synthesis and photophysical properties of isocoumarins

M. A. Arsenov and D. A. Loginov

RUSS CHEM REV, 2025, 94, RCR5179
DOI: 10.59761/RCR5179

Synthesis of Sulfoxonium Ylides from Amides by Selective N–C(O) Activation

Md. Mahbubur Rahman and Michal Szostak

Org. Lett., 2021, 23, 4818
DOI: 10.1021/acs.orglett.1c01535

Synthesis of Furoxans and Isoxazoles via Divergent [2 + 1 + 1 + 1] Annulations of Sulfoxonium Ylides and tBuONO

Zhonghe Tang, Yao Zhou and Qiuling Song

Org. Lett., 2019, 21, 5273
DOI: 10.1021/acs.orglett.9b01876

Rh(III)-Catalyzed [4+2] Annulation of Indoles with Sulfoxonium Ylides for the Synthesis of Dihydropyrimidoindolone Derivatives

Sai Shu, Zhibin Huang, Yujie Chen, Shan Yang, Yaqiqi Jiang, jingyu Zhang and Yingsheng Zhao

Chinese Journal of Organic Chemistry, 2021, 41, 3171
DOI: 10.6023/cjoc202103027

Cp*Co(III)-Catalyzed C–H Acylmethylation of Arenes by Employing Sulfoxonium Ylides as Carbene Precursors

Shuying Ji, Kelu Yan, Bin Li and Baiquan Wang

Org. Lett., 2018, 20, 5981
DOI: 10.1021/acs.orglett.8b02796

Rhodium-Catalyzed Redox-Neutral Olefination of Aryldiazenes with Acrylate Esters via C–H Activation and Transfer Hydrogenation

Xiaofei Zhang, Bin Zhang and Xingwei Li

Org. Lett., 2021, 23, 1687
DOI: 10.1021/acs.orglett.1c00107

Selective Synthesis of Benzo[a]Carbazoles and Indolo[2,1‐a]‐Isoquinolines via Rh(III)‐Catalyzed C−H Functionalizations of 2‐Arylindoles with Sulfoxonium Ylides

Guang Chen, Xinying Zhang, Ruixue Jia, Bin Li and Xuesen Fan

Adv Synth Catal, 2018, 360, 3781
DOI: 10.1002/adsc.201800622

[Cp*IrCl2]2-Catalyzed Amidocarbonation of Olefins with Sulfoxonium Ylides toward Functionalized Isoindolin-1-ones

Qi Yang, Junxue Bai, Han Yang, Yang Yao, Yingming Yao, Jianwei Sun and Song Sun

Org. Lett., 2023, 25, 7148
DOI: 10.1021/acs.orglett.3c02654

Rh-Catalyzed C–H Activation, [5 + 2] Cycloaddition/Oxidative for the Synthesis of Highly Functionalized Benzo[f]pyrazolo[1,5-a][1,3]diazepin-6-ones

Bi−Na Shao, Jia-Qi Shao, Qing-Sheng Zhao, Long-Kun Chen and Sheng-Jiao Yan

Org. Lett., 2025, 27, 11422
DOI: 10.1021/acs.orglett.5c02561

Rhodium(III)‐Catalyzed Cross Coupling of Sulfoxonium Ylides and 1,3‐Diynes to Produce Naphthol‐Indole Derivatives: An Arene ortho C−H Activation/Annulation Cascade

Ruixing Liu, Yin Wei and Min Shi

ChemCatChem, 2020, 12, 5903
DOI: 10.1002/cctc.202001315

Palladium-Catalyzed Synthesis of α-Carbonyl-α′-(hetero)aryl Sulfoxonium Ylides: Scope and Insight into the Mechanism

Christopher Janot, Jean-Baptiste Chagnoleau, Nathan R. Halcovitch, James Muir and Christophe Aïssa

J. Org. Chem., 2020, 85, 1126
DOI: 10.1021/acs.joc.9b03032

Rhodium(III)‐Catalyzed C‐H Activation of Benzoylacetonitriles and Cyclization with Sulfoxonium Ylides to Naphthols

Chaofan Zhou, Feifei Fang, Yilang Cheng, Yazhou Li, Hong Liu and Yu Zhou

Adv Synth Catal, 2018, 360, 2546
DOI: 10.1002/adsc.201800362

Synthesis of Isoquinolone, 1,2-Benzothiazine, and Naphtho[1′,2′:4,5]imidazo[1,2-a]pyridine Derivatives via Rhodium(III)-Catalyzed (4 + 2) Annulation

Yueyue Zhu, Rupeng Dai, Chaoqun Huang, Wang Zhou, Xiaoyuan Zhang, Kundi Yang, Hongmei Wen, Wei Li and Jian Liu

J. Org. Chem., 2022, 87, 11722
DOI: 10.1021/acs.joc.2c01376

Rh(III)-Catalyzed Reaction of α-Carbonyl Sulfoxonium Ylides and Alkenes: Synthesis of Indanones via [4 + 1] Cycloaddition

Yadagiri Kommagalla, Shunsuke Ando and Naoto Chatani

Org. Lett., 2020, 22, 1375
DOI: 10.1021/acs.orglett.9b04664

Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides

Chen-Fei Liu, Man Liu and Lin Dong

J. Org. Chem., 2019, 84, 409
DOI: 10.1021/acs.joc.8b02582

Cp*IrIII‐Catalyzed [3+2] Annulations of N‐Aryl‐2‐aminopyrimidines with Sulfoxonium Ylides to Access 2‐Alkyl Indoles Through C–H Bond Activation

Yi Luo, Lingmei Guo, Xinling Yu, Haosheng Ding, Huijing Wang and Yong Wu

Eur J Org Chem, 2019, 2019, 3203
DOI: 10.1002/ejoc.201900495

Isothiourea-catalyzed [3 + 3] annulation of α,β-unsaturated esters with sulfoxonium ylides for the synthesis of pyrones

Yi Liu, Ying Xie, Zhangyin Yuan, Huan Wang, Yulong Li and Jianhua Ge

Tetrahedron Letters, 2023, 117, 154359
DOI: 10.1016/j.tetlet.2023.154359

LiN(SiMe3)2/KOtBu-Promoted Synthesis of Isoquinolone Derivatives from 2-Methylaryl Aldehydes and Nitriles

Peng Ma, Yuhang Wang, Jianhui Wang and Ning Ma

J. Org. Chem., 2023, 88, 7425
DOI: 10.1021/acs.joc.3c00698

Rh(III)-catalyzed [4 + 1]-annulation of azobenzenes with α- carbonyl sulfoxonium ylides toward 3-acyl-(2H)-indazoles

Jiawei Zhu, Song Sun and Jiang Cheng

Tetrahedron Letters, 2018, 59, 2284
DOI: 10.1016/j.tetlet.2018.05.001

Application of Sulfoxonium Ylides or Iodonium Ylides in Rhodium‐Catalyzed Synthesis of Phenanthrenes

Xiao Liu, Bingxin Zhou, Kelu Yan, Jiangwei Wen, Qiuyun Li, Xutong Wang and Xiu Wang

Adv Synth Catal, 2024, 366, 1744
DOI: 10.1002/adsc.202301451

A Cascade Rh(III)‐catalyzed C−H Activation/Chemodivergent Annulation of N‐carbamoylindoles with Sulfoxonium Ylides for the Synthesis of Dihydropyrimidoindolone and Tricyclic [1,3]Oxazino[3,4‐a]indol‐1‐ones Derivatives

Hui Xie, Mei Zhong, Hua‐Jie Kang, Bing Shu and Shang‐Shi Zhang

Adv Synth Catal, 2021, 363, 1436
DOI: 10.1002/adsc.202001380

Primary Benzamide as a Weakly Coordinating Directing Group for Ru(II)-Catalyzed Redox-Neutral C–H Annulation: Concise Synthesis of Quinisocaine

Tamanna Rana and Amit B. Pawar

J. Org. Chem., 2025, 90, 15271
DOI: 10.1021/acs.joc.5c01865

Copper‐Catalyzed Dimerization of Sulfoxonium Ylides with 3‐Diazoindolin‐2‐imines: A Practical and Efficient Approach to Spiro[cyclopropane‐1,3′‐indolin]‐2′‐imines

Muhammad Suleman, Zhenmin Li, Ping Lu and Yanguang Wang

Eur J Org Chem, 2019, 2019, 4447
DOI: 10.1002/ejoc.201900675

Rhodium(III)-Catalyzed Chemo-divergent Couplings of Sulfoxonium Ylides with Oxa/azabicyclic Olefins

Peiyuan Wang, Youwei Xu, Jiaqiong Sun and Xingwei Li

Org. Lett., 2019, 21, 8459
DOI: 10.1021/acs.orglett.9b03226

Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Rui-Hua Liu, Qi-Chao Shan, Ya Gao, Teck-Peng Loh and Xu-Hong Hu

Chinese Chemical Letters, 2021, 32, 1411
DOI: 10.1016/j.cclet.2020.10.007

Regioselective and Chemodivergent Synthesis of Azulenolactones and Azulenolactams from Rhodium(III)‐Catalyzed Reactions of Azulenecarboxamides with Sulfoxonium Ylides

Seung Cheol Lee, Jeong‐Yu Son, Jin Young Kim, Hyeonsik Eom, Seong Bin Jang and Phil Ho Lee

Adv Synth Catal, 2021, 363, 512
DOI: 10.1002/adsc.202001082

Chemodivergent Oxidative Annulation of Benzamides and Enynes via 1,4-Rhodium Migration

Jiaqiong Sun, Dachang Bai, Peiyuan Wang, Kuan Wang, Guangfan Zheng and Xingwei Li

Org. Lett., 2019, 21, 1789
DOI: 10.1021/acs.orglett.9b00363

Selective Synthesis of Fused Tricyclic [1,3]oxazino[3,4‐a]indolone and Dihydropyrimido [1,6‐a]indolone via Rh(III)‐catalyzed [3+3] or [4+2] C−H Annulation

Junyu Chen, Tianshuo Zhong, Xiangyun Zheng, Chuanliu Yin, Lei Zhang, Jian Zhou, Xinpeng Jiang and Chuanming Yu

Adv Synth Catal, 2021, 363, 446
DOI: 10.1002/adsc.202001286

Pd(II)-Catalyzed Annulation Reactions of Epoxides with Benzamides to Synthesize Isoquinolones

Huihong Wang, Fei Cao, Weiwei Gao, Xiaodong Wang, Yuhang Yang, Tao Shi and Zhen Wang

Org. Lett., 2021, 23, 863
DOI: 10.1021/acs.orglett.0c04097

Synthesis of α-Carbonyl-α′-amide Sulfoxonium Ylides from Isocyanates with Complete Atom Economy

Ajay Kant Gola, Ajay Sharma and Satyendra Kumar Pandey

Org. Lett., 2023, 25, 1214
DOI: 10.1021/acs.orglett.3c00239

Rhodium(III)-Catalyzed Regioselective C3–H Acylmethylation of [2,2′-Bipyridine]-6-carboxamides with Sulfoxonium Ylides

Jia Yu, Si Wen, Dan Ba, Weiwei Lv, Yanhui Chen and Guolin Cheng

Org. Lett., 2019, 21, 6366
DOI: 10.1021/acs.orglett.9b02253

Rh(III)-Catalyzed C–H Diamidation and Diamidation/Intramolecular Cyclization of N-Iminopyridinium Ylides with Dioxazolones

Xiang Li, Qing Zhao, Yang Shen and Ran Ma

J. Org. Chem., 2022, 87, 3468
DOI: 10.1021/acs.joc.1c03042

Substrate‐ and Catalyst‐Controlled C−H Bond Activation/Annulation for Construction of Pyrido[2,3,4‐de]quinazolinones and Indolo[1,2‐c]quinazolinones

Xinjiao Hou, Run Wang, Jianhui Zhou, Yuan Li, Jiyuan Li, Hong Liu, Dechuan Wang and Yu Zhou

Adv Synth Catal, 2024, 366, 134
DOI: 10.1002/adsc.202300897

Acid-catalyzed synthesis of imidazole derivatives via N-phenylbenzimidamides and sulfoxonium ylides cyclization

Yuan Tian, Mingda Qin, Xueying Yang, Xueguo Zhang, Yafeng Liu, Xin Guo and Baohua Chen

Tetrahedron, 2019, 75, 2817
DOI: 10.1016/j.tet.2019.04.004

Rh(III)-catalyzed C–H/C–C activation of benzoylacetonitriles and cyclization with CF3-imidoyl sulfoxonium ylides to 3-trifluoromethyl-isoquinolones

Zuguang Yang, Pinyi Li, Zhengkai Chen and Xiao-Feng Wu

Journal of Catalysis, 2023, 427, 115098
DOI: 10.1016/j.jcat.2023.115098

Ruthenium(IV) Intermediates in C−H Activation/Annulation by Weak O‐Coordination

Yu‐Feng Liang, Long Yang, Torben Rogge and Lutz Ackermann

Chemistry A European J, 2018, 24, 16548
DOI: 10.1002/chem.201804734

Copper-Catalyzed Annulation or Homocoupling of Sulfoxonium Ylides: Synthesis of 2,3-Diaroylquinolines or α,α,β-Tricarbonyl Sulfoxonium Ylides

Shuai Zhu, Kai Shi, Hao Zhu, Zhe-Kang Jia, Xiao-Feng Xia, Dawei Wang and Liang-Hua Zou

Org. Lett., 2020, 22, 1504
DOI: 10.1021/acs.orglett.0c00085

Cp*M-Catalyzed Direct Annulation with Terminal Alkynes and Their Surrogates for the Construction of Multi-Ring Systems

Yuji Nishii and Masahiro Miura

ACS Catal., 2020, 10, 9747
DOI: 10.1021/acscatal.0c02972

Rhodium(III)‐catalyzed Cleavage of C−C Bond and C−H Bond Cascaded by Michael Addition for the Conversion of α‐Hydroxy Ketones to Phthalides and Isocoumarins

Fucheng Yin, Wan Peng, Cheng Wang, Lailiang Qu, Xinye Chen, Lingyi Kong and Xiaobing Wang

Asian J Org Chem, 2022, 11
DOI: 10.1002/ajoc.202200024

Cp*Ir‐Catalyzed C−H Arylation of 2‐Pyridones and 1‐Isoquinolinones with Arylsilanes

Tongxu Su, Heng Xu and Yi Dong

Adv Synth Catal, 2024, 366, 2109
DOI: 10.1002/adsc.202400029

Rhodium(III)-Catalyzed Imidoyl C–H Activation for Annulations to Azolopyrimidines

Kim Søholm Halskov, Michael R. Witten, Gia L. Hoang, Brandon Q. Mercado and Jonathan A. Ellman

Org. Lett., 2018, 20, 2464
DOI: 10.1021/acs.orglett.8b00816

Visible-Light Photoredox Synthesis of Chroman-4-ones from Sulfoxonium Ylides

Hyemin Ko, Ujjwal Karmakar, Miseon Park, Seoyeon Kim and Eun Jin Cho

Org. Lett., 2026, 28, 2807
DOI: 10.1021/acs.orglett.6c00492

Catalytic Asymmetric Synthesis of Chiral Spiro‐cyclopropyl Oxindoles from 3‐Alkenyl‐oxindoles and Sulfoxonium Ylides

Lifeng Wang, Weidi Cao, Hongjiang Mei, Linfeng Hu and Xiaoming Feng

Adv Synth Catal, 2018, 360, 4089
DOI: 10.1002/adsc.201800937

Rh(III)‐Catalyzed Selective C8−H Acylmethylation of Quinoline N‐Oxides

Chang You, Chao Pi, Yangjie Wu and Xiuling Cui

Adv Synth Catal, 2018, 360, 4068
DOI: 10.1002/adsc.201800659

Coupling of Sulfoxonium Ylides with Arynes: A Direct Synthesis of Pro-Chiral Aryl Ketosulfoxonium Ylides and Its Application in the Preparation of α-Aryl Ketones

Alexánder Garay Talero, Bruna Simões Martins and Antonio C. B. Burtoloso

Org. Lett., 2018, 20, 7206
DOI: 10.1021/acs.orglett.8b03126

Metal-Free Chemoselective Reaction of Sulfoxonium Ylides and Thiosulfonates: Diverse Synthesis of 1,4-Diketones, Aryl Sulfursulfoxonium Ylides, and β-Keto Thiosulfones Derivatives

Fei Wang, Bo-Xi Liu, Weidong Rao and Shun-Yi Wang

Org. Lett., 2020, 22, 6600
DOI: 10.1021/acs.orglett.0c02370

Synthesis of Pyrazolo[1,2‐a]cinnolines via Rhodium(III)‐Catalyzed [4+2] Annulation Reactions of Pyrazolidinones with Sulfoxonium Ylides

Shulei Hu, Xu Han, Xiong Xie, Feifei Fang, Yong Wang, Abdusaid Saidahmatov, Hong Liu and Jiang Wang

Adv Synth Catal, 2021, 363, 3311
DOI: 10.1002/adsc.202100324

Stereoselective β–F Elimination Enabled Redox-Neutral [4 + 1] Annulation via Rh(III)-Catalyzed C–H Activation: Access to Z-Monofluoroalkenyl Dihydrobenzo[d]isoxazole Framework

Hui Gao, Ming Sun, Haiman Zhang, Mengyao Bian, Min Wu, Guoxun Zhu, Zhi Zhou and Wei Yi

Org. Lett., 2019, 21, 5229
DOI: 10.1021/acs.orglett.9b01831

Three-Component Coupling of Aldehydes, Aminopyrazoles, and Sulfoxonium Ylides via Rhodium(III)-Catalyzed Imidoyl C–H Activation: Synthesis of Pyrazolo[1,5-a]pyrimidines

Gia L. Hoang, Andrew D. Streit and Jonathan A. Ellman

J. Org. Chem., 2018, 83, 15347
DOI: 10.1021/acs.joc.8b02606

Ruthenium(II)-Catalyzed Construction of Isocoumarins via Dual C–H/C–C Activation of Sulfoxonium Ylides

Si Wen, Yanhui Chen, Zemin Zhao, Dan Ba, Weiwei Lv and Guolin Cheng

J. Org. Chem., 2020, 85, 1216
DOI: 10.1021/acs.joc.9b02520

Recent advances in synthesis of isocoumarins: An overview

Neelutpal Gogoi, Rabinarayan Parhi, Rati Kailash Prasad Tripathi, Lalduhsanga Pachuau and Partha Pratim Kaishap

Tetrahedron, 2024, 150, 133740
DOI: 10.1016/j.tet.2023.133740

Ruthenium (II)‐Catalyzed Oxidant‐Free Coupling/Cyclization of Benzimidates and Sulfoxonium Ylides to Form Substituted Isoquinolines

Xinxia Shi, Rongchao Wang, Xiaofei Zeng, Yilan Zhang, Huiling Hu, Chunsong Xie and Min Wang

Adv Synth Catal, 2018, 360, 4049
DOI: 10.1002/adsc.201800844

Rh(III)-catalyzed C H activation/intramolecular annulation for the synthesis of N-methoxydihydropyrimidin-2-one fused heterocycles

Youchun Huang, Ke Kang, Xiuwen Zhong, Yongping Yu and Wenteng Chen

Tetrahedron Letters, 2023, 115, 154311
DOI: 10.1016/j.tetlet.2022.154311

Chemodivergent Synthesis of Sulfonamide and Sulfones from N-Tosylhydrazones by Switching Catalyst and Temperature

Jingru Jin, Chunyan Li, Rui Wang, Zhimin Xia, Qiongjiao Yan, Wei Wang, ShuangXi Gu, Haifeng Wang and Fener Chen

Org. Lett., 2023, 25, 6012
DOI: 10.1021/acs.orglett.3c02151

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

Chunsheng Li, Meng Li, Wentao Zhong, Yangbin Jin, Jianxiao Li, Wanqing Wu and Huanfeng Jiang

Org. Lett., 2019, 21, 872
DOI: 10.1021/acs.orglett.8b03606

Nickel‐Catalyzed Annulation of o‐Haloarylamidines with Aryl Acetylenes: Synthesis of Isoquinolone and 1‐Aminoisoquinoline Derivatives

Hao Xie, Qiaoyan Xing, Zhifei Shan, Fuhong Xiao and Guo‐Jun Deng

Adv Synth Catal, 2019, 361, 1896
DOI: 10.1002/adsc.201801635

Rhodium-Catalyzed Reaction of Sulfoxonium Ylides and Anthranils toward Indoloindolones via a (4 + 1) Annulation

Xiaopeng Wu, Yan Xiao, Song Sun, Jin-Tao Yu and Jiang Cheng

Org. Lett., 2019, 21, 6653
DOI: 10.1021/acs.orglett.9b02249

Chemospecific Cyclizations of α‐Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls

Daniel Clare, Benjamin C. Dobson, Phillip A. Inglesby and Christophe Aïssa

Angewandte Chemie, 2019, 131, 16344
DOI: 10.1002/ange.201910821

A novel synthesis of diversely functionalized 1,2,4-triones through the homo- and cross-coupling reactions of β-keto sulfoxonium ylides

Xi Chen, Muhua Wang, Xinying Zhang and Xuesen Fan

Tetrahedron Letters, 2020, 61, 151912
DOI: 10.1016/j.tetlet.2020.151912

Rh-Catalyzed Cascade C-H Activation/Annulation of N-Hydroxybenzamides and Propargylic Acetates for Modular Access to Isoquinolones

Taibei Fang, Shiwen Zhang, Qingqing Ye, Shuwen Kong, Tingting Yang, Kaijie Tang, Xinwei He and Yongjia Shang

Molecules, 2022, 27, 8553
DOI: 10.3390/molecules27238553

Rh(III) Catalyzed Redox-Neutral C–H Activation/[5 + 2] Annulation of Aroyl Hydrazides and Sulfoxonium Ylides: Synthesis of Benzodiazepinones

Pothapragada S. K. Prabhakar Ganesh, Perumal Muthuraja and Purushothaman Gopinath

Org. Lett., 2023, 25, 8361
DOI: 10.1021/acs.orglett.3c03495

Brønsted Acid-Mediated Synthesis of Isocoumarins and Isoquinolines

Bin Yue, Guo-Qing Sun and Yong-Jun Ma

Synlett, 2026, 37, 1161
DOI: 10.1055/a-2818-3037

Divergent Synthesis of Dihydrofuran and Dienol Scaffolds via Pd-Catalyzed Decarboxylative Carbene Cross-Coupling

Xiaolong Ma, Erfei Miao, Yili Sun, Longkang Sun, Chaoying Huang, Xun Zhang, Ke-Qiang Hou, Zhongliang Xu, Yi Zang, Tongyu Bi and Weibo Yang

Org. Lett., 2025, 27, 4753
DOI: 10.1021/acs.orglett.5c01198

Transition-metal-free [3+3] annulation reaction of sulfoxonium ylides with cyclopropenones for the synthesis of 2-pyrones

Maoyao He, Yuncan Chen, Yi Luo, Jianglian Li, Ruizhi Lai, Zengbao Yang, Yuerong Wang and Yong Wu

Green Synthesis and Catalysis, 2020, 1, 180
DOI: 10.1016/j.gresc.2020.10.004

Transition‐Metal‐Catalyzed Directed C−H Functionalization in/on Water

Tariq A. Shah, Tanumay Sarkar, Subhradeep Kar, Prabhat Kumar Maharana, Kangkan Talukdar and Tharmalingam Punniyamurthy

Chemistry An Asian Journal, 2024, 19
DOI: 10.1002/asia.202300815

Construction of (Dihydro)naphtho[1,8-bc]pyrans via Rh(III)-Catalyzed Twofold C–H Activation of Benzoylacetonitriles

Panjie Hu, Ying Zhang, Youwei Xu, Shuang Yang, Bingxian Liu and Xingwei Li

Org. Lett., 2018, 20, 2160
DOI: 10.1021/acs.orglett.8b00420

A Catalytic Cross‐Olefination of Diazo Compounds with Sulfoxonium Ylides

James D. Neuhaus, Adriano Bauer, Alexandre Pinto and Nuno Maulide

Angew Chem Int Ed, 2018, 57, 16215
DOI: 10.1002/anie.201809934

Expeditious Synthesis of Isoquinolone Derivatives by Rhodium(I)-Catalyzed Annulation Reaction through C–C Bond Cleavage

Yiyi He, Chengsha Yuan, Zeqi Jiang, Li Shuai and Qing Xiao

Org. Lett., 2019, 21, 185
DOI: 10.1021/acs.orglett.8b03653

Ru (II)‐Catalyzed Coupling‐Cyclization of Sulfoximines with alpha‐Carbonyl Sulfoxonium Ylides as an Approach to 1,2‐Benzothiazines

Haisheng Xie, Jianyong Lan, Jiao Gui, Fengjuan Chen, Huangfeng Jiang and Wei Zeng

Adv Synth Catal, 2018, 360, 3534
DOI: 10.1002/adsc.201800753

Sulfoxonium Ylides as Carbene Precursors: Rhodium(III)‐Catalyzed Sequential C−H Functionalization, Selective Enol Oxygen‐Atom Nucleophilic Addition, and Hydrolysis

Yuanqiong Huang, Xueli Lyu, Hongjian Song and Qingmin Wang

Adv Synth Catal, 2019, 361, 5272
DOI: 10.1002/adsc.201900861

RhIII‐Catalyzed Synthesis of Isoquinolones and 2‐Pyridones by Annulation of N‐Methoxyamides and Nitroalkenes

Tyler J. Potter, Yuantao Li, Michael D. Ward and Jonathan A. Ellman

Eur J Org Chem, 2018, 2018, 4381
DOI: 10.1002/ejoc.201800745

Rh(III)-Catalyzed Chemodivergent Annulations between Indoles and Iodonium Carbenes: A Rapid Access to Tricyclic and Tetracyclic N-Heterocylces

Saiprasad Nunewar, Sanjeev Kumar, Harishchandra Pandhare, Srinivas Nanduri and Vinaykumar Kanchupalli

Org. Lett., 2021, 23, 4233
DOI: 10.1021/acs.orglett.1c01167

Synthesis of 2-aminothiazoles via rhodium-catalyzed carbenoid insertion/annulation of sulfoxonium ylides with thioureas

Yuncan Chen, Shan Lv, Ruizhi Lai, Yingying Xu, Xin Huang, Jianglian Li, Guanghui Lv and Yong Wu

Chinese Chemical Letters, 2021, 32, 2555
DOI: 10.1016/j.cclet.2021.02.052

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2018

James W. Herndon

Coordination Chemistry Reviews, 2019, 401, 213051
DOI: 10.1016/j.ccr.2019.213051

Ruthenium(II)‐Catalyzed Homocoupling of Weakly Coordinating Sulfoxonium Ylides via C−H Activation/Annulations: Synthesis of Functionalized Isocoumarins

Ming‐Dong Zhou, Zhen Peng, He Wang, Zhao‐Hui Wang, Da‐Jin Hao and Lei Li

Adv Synth Catal, 2019, 361, 5191
DOI: 10.1002/adsc.201900764

Weakly Coordinating Amide-Directed C–H Activation/Annulation with Ru(II) Catalyst for the Construction of 3-(Trifluoromethyl)isoquinolinones from Benzamides

Yang Li, Xinxin Huang and Chun Cai

J. Org. Chem., 2025, 90, 18131
DOI: 10.1021/acs.joc.5c01768

Rhodium(III)-Catalyzed Annulative Coupling of Sulfoxonium Ylides and Allenoates: An Arene C–H Activation/Cyclopropanation Cascade

Jiang Lou, Quannan Wang, Yong-Gui Zhou and Zhengkun Yu

Org. Lett., 2019, 21, 9217
DOI: 10.1021/acs.orglett.9b03589

Rhodium-catalyzed [4+1] annulation of sulfoxonium ylides: Sequential ortho-C H functionalization/carbonyl α-amination toward polycyclic quinazolinones

Chang Wang, Peng-Cheng Qian, Fan Chen and Jiang Cheng

Tetrahedron Letters, 2020, 61, 152441
DOI: 10.1016/j.tetlet.2020.152441

Synthesis of (2H)-Indazoles through Rh(III)-Catalyzed Annulation Reaction of Azobenzenes with Sulfoxonium Ylides

Hyunjung Oh, Sangil Han, Ashok Kumar Pandey, Sang Hoon Han, Neeraj Kumar Mishra, Saegun Kim, Rina Chun, Hyung Sik Kim, Jihye Park and In Su Kim

J. Org. Chem., 2018, 83, 4070
DOI: 10.1021/acs.joc.8b00501

Cu(II)-Catalyzed Annulative Sulfonylimination of α-Carbonyl-γ-alkynyl Sulfoxonium Ylides through Sulfoxonium Ylide Elimination for Access to (Z)-1H-Isochromenes

Peng Zhou, Hao-Ze Wu, Qiuyun Li, Wen-Juan Hao, Man-Su Tu and Bo Jiang

J. Org. Chem., 2025, 90, 1663
DOI: 10.1021/acs.joc.4c02802

Three-Component Synthesis of Isoquinolone Derivatives via Rh(III)-Catalyzed C–H Activation and Tandem Annulation

Zhenke Yang, Jidan Liu, Yuting Li, Jiawen Ding, Liyao Zheng and Zhao-Qing Liu

J. Org. Chem., 2022, 87, 14809
DOI: 10.1021/acs.joc.2c02181

RuII-Catalyzed/NH2-Assisted Selective Alkenyl C–H [5 + 1] Annulation of Alkenylanilines with Sulfoxonium Ylides to Quinolines

Pu Chen, Jiang Nan, Yan Hu, Qiong Ma and Yangmin Ma

Org. Lett., 2019, 21, 4812
DOI: 10.1021/acs.orglett.9b01702

Base-Promoted Chemodivergent Formation of 1,4-Benzoxazepin-5(4H)-ones and 1,3-Benzoxazin-4(4H)-ones Switched by Solvents

Qian Chen, Yunpeng Wang and Ruimao Hua

Molecules, 2019, 24, 3773
DOI: 10.3390/molecules24203773

Ruthenium(II)-Catalyzed Homocoupling of α-Carbonyl Sulfoxonium Ylides Under Mild Conditions: Methodology Development and Mechanistic DFT Study

Maosheng Zhang, Jinrong Zhang, Zhenfang Teng, Jianhui Chen and Yuanzhi Xia

Front. Chem., 2020, 8
DOI: 10.3389/fchem.2020.00648

Chemospecific Cyclizations of α‐Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls

Daniel Clare, Benjamin C. Dobson, Phillip A. Inglesby and Christophe Aïssa

Angew Chem Int Ed, 2019, 58, 16198
DOI: 10.1002/anie.201910821

Ruthenium‐catalyzed C−H Functionalization/Annulation of N‐Aryl Indazoles/Phthalazines with Sulfoxonium Ylides to access Tetracyclic‐fused Cinnolines

Changduo Pan, Cheng Yuan and Jin‐Tao Yu

Asian J Org Chem, 2022, 11
DOI: 10.1002/ajoc.202200346

Synthesis of 2-substituted indoles by iridium (III)-catalyzed C H functionalization of N-phenylpyridin-2-amines

Lei Zhang, Junyu Chen, Jinkang Chen, Licheng Jin, Xiangyun Zheng, Xinpeng Jiang and Chuanming Yu

Tetrahedron Letters, 2019, 60, 1053
DOI: 10.1016/j.tetlet.2019.03.027

RhIII‐Catalyzed Synthesis of Highly Substituted 2‐Pyridones using Fluorinated Diazomalonate

Debapratim Das, Gopal Sahoo, Aniruddha Biswas and Rajarshi Samanta

Chemistry An Asian Journal, 2020, 15, 360
DOI: 10.1002/asia.201901620

Rh(III)‐Catalyzed Oxidative Annulation of 2‐Arylindazoles with β‐Ketosulfoxonium Ylides

Ajay Chidrawar, Yogananda Chary Devulapally, Sridhar Balasubramanian and Venkata Subba Reddy Basireddy

ChemistrySelect, 2021, 6, 13046
DOI: 10.1002/slct.202102982

Rhodium(III)-catalyzed one-pot synthesis of flavonoids from salicylaldehydes and sulfoxonium ylides

Kang Cheng, Jinkang Chen, Licheng Jin, Jian Zhou, Xinpeng Jiang and Chuanming Yu

Journal of Chemical Research, 2019, 43, 392
DOI: 10.1177/1747519819867230

Rh(III)‐Catalyzed Aldehydic C−H Functionalization Reaction between Salicylaldehydes and Sulfoxonium Ylides

Guo‐Dong Xu, Kenneth L. Huang and Zhi‐Zhen Huang

Adv Synth Catal, 2019, 361, 3318
DOI: 10.1002/adsc.201900276

Synthesis of 2,3‐dihydrofurans via Lewis acid‐Catalyzed [4+1] Cycloaddition of Enynones with Sulfoxonium Ylides in Ionic Liquids: A Mild and Green Platform

Haosheng Ding, Guanghui Lv, Yuncan Chen, Yi Luo, Jianglian Li, Li Guo and Yong Wu

ChemistrySelect, 2020, 5, 8562
DOI: 10.1002/slct.202002188

Chemodivergent Tandem Radical Cyclization of Alkene‐Substituted Quinazolinones: Rapid Access to Mono‐ and Di‐Alkylated Ring‐Fused Quinazolinones

Hong‐Li Wu, Wei‐Kang Zhang, Can‐Can Zhang, Ling‐Tao Wang, Wen‐Hui Yang, Wen‐Chan Tian, Guo‐Ping Ge, Long‐Yong Xie, Rongnan Yi and Wen‐Ting Wei

Chemistry A European J, 2023, 29
DOI: 10.1002/chem.202301390

Palladium-Catalyzed Synthesis of Bis-Substituted Sulfoxonium Ylides

Christopher Janot, Pierre Palamini, Benjamin C. Dobson, James Muir and Christophe Aïssa

Org. Lett., 2019, 21, 296
DOI: 10.1021/acs.orglett.8b03744

Synthesis of 4-Chloroisocoumarins via Intramolecular Halolactonization of o-Alkynylbenzoates: PhICl2-Mediated C–O/C–Cl Bond Formation

Linlin Xing, Yong Zhang, Bing Li and Yunfei Du

Org. Lett., 2019, 21, 1989
DOI: 10.1021/acs.orglett.9b00047

Ruthenium(II)-Catalyzed C–H Acylmethylation between (Hetero)arenes and α-Cl Ketones/Sulfoxonium Ylides

Huihui Li, Chenglin Wu, Hong Liu and Jiang Wang

J. Org. Chem., 2019, 84, 13262
DOI: 10.1021/acs.joc.9b01013

Application of sulfoxonium ylide in transition-metal-catalyzed C-H bond activation and functionalization reactions

Anil Kumar, Mahadev Sharanappa Sherikar, Vinayak Hanchate and Kandikere Ramaiah Prabhu

Tetrahedron, 2021, 101, 132478
DOI: 10.1016/j.tet.2021.132478

Rhodium-catalyzed C H activation/cyclization of enaminones with sulfoxonium ylides toward polysubstituted naphthalenes

Zhenlian Wang and Huang Xu

Tetrahedron Letters, 2019, 60, 664
DOI: 10.1016/j.tetlet.2019.01.051

Hydroxyl-Directed Ruthenium-Catalyzed peri-Selective C–H Acylmethylation and Annulation of Naphthols with Sulfoxonium Ylides

Wenbo Ma, Yuqiang Tan, Yang Wang, Zhiyi Li, Zheyu Li, Linghui Gu, Ruhuai Mei and An Cheng

Org. Lett., 2021, 23, 6200
DOI: 10.1021/acs.orglett.1c01684

Green Synthesis of 3,4‐Unsubstituted Isoquinolones through Rhodium(III)‐Catalyzed C−H Activation and Annulation in Ethanol

Vikash Kumar and Parthasarathy Gandeepan

Eur J Org Chem, 2023, 26
DOI: 10.1002/ejoc.202300914

Iridium‐Catalyzed Carbenoid Insertion of Sulfoxonium Ylides for Synthesis of Quinoxalines and β‐Keto Thioethers in Water

Yingying Xu, Xin Huang, Guanghui Lv, Ruizhi Lai, Songyang Lv, Jianglian Li, Li Hai and Yong Wu

Eur J Org Chem, 2020, 2020, 4635
DOI: 10.1002/ejoc.202000716

Ru‐Catalyzed O‐H Insertion of Sulfoxonium Ylide and Carboxylic Acid to Synthesize α‐Acyloxy Ketones

Yangxiu Mu, Yongxin Chen, Yuanyu Gao, Jian Sun, Zafar Iqbal, Yaya Wan, Minghua Yang, Zhixiang Yang and Dong Tang

ChemistrySelect, 2020, 5, 1705
DOI: 10.1002/slct.201903657

Brønsted Acid‐Promoted Diastereoselective [4+1] Cyclization Reaction of Enamides and Sulfoxonium Ylides

Nan Luo, Zhenzhen Zhan, Zihui Ban, Guoqiang Lu, Jianping He, Fangpeng Hu and Guosheng Huang

Adv Synth Catal, 2020, 362, 3126
DOI: 10.1002/adsc.202000567

Visible‐Light‐Promoted Cascade Acylmethylation/Annulation of N‐Alkene‐Linked Indoles with Sulfoxonium Ylides: Synthesis of Acylmethylated Pyrrolo[1,2‐a]indoles

Fan Wu, Yuzhen Xie, Hongni Qin, Yong Zhang and Song Sun

Eur J Org Chem, 2025, 28
DOI: 10.1002/ejoc.202500619

Cobalt‐Catalyzed Temperature‐Dependent Annulation of 3‐Aryl‐1,2,4‐oxadiazolones with 1,3‐Diynes: An Approach to π‐Conjugated Molecules

Wenge Zhang, Hongji Li and Lei Wang

Adv Synth Catal, 2019, 361, 2885
DOI: 10.1002/adsc.201801165

Substituted Isocoumarins: An Assemble of Synthetic Strategies Towards 3‐Substituted and 3,4‐Disubstituted Isocoumarins

Kangkana Chutia, Manashi Sarmah and Pranjal Gogoi

Chemistry An Asian Journal, 2023, 18
DOI: 10.1002/asia.202201240

Eine katalytische Kreuz‐Olefinierung von Diazoverbindungen mit Sulfoxonium‐Yliden

James D. Neuhaus, Adriano Bauer, Alexandre Pinto and Nuno Maulide

Angewandte Chemie, 2018, 130, 16448
DOI: 10.1002/ange.201809934

Iridium(III)-Catalyzed B(4)-Acylmethylation and B(3,5)-Diacylmethylation from o-Carboranes and Sulfoxonium Ylides

Gi Hoon Ko, Kyusik Um, Hee Chan Noh, Jin Young Kim, Haneal Jeong, Chanyoung Maeng, Sang Hoon Han, Gi Uk Han and Phil Ho Lee

Org. Lett., 2022, 24, 1604
DOI: 10.1021/acs.orglett.2c00103

Rhodium(III)-Catalyzed [4+2] Annulation via C-H Activation: Synthesis of Multi-Substituted Naphthalenone Sulfoxonium Ylides

Xiaohan Song, Xu Han, Rui Zhang, Hong Liu and Jiang Wang

Molecules, 2019, 24, 1884
DOI: 10.3390/molecules24101884

Synthesis of Functionalized Thietanes via Electrophilic Carbenoid-Induced Ring Expansion of Thiiranes with Sulfonium Acylmethylides as Carbene Precursors

Jun Dong, Hongguang Du and Jiaxi Xu

J. Org. Chem., 2019, 84, 10724
DOI: 10.1021/acs.joc.9b01152

Computational Study on the Fate of Oxidative Directing Groups in Ru(II), Rh(III), and Pd(II) Catalyzed C–H Functionalization

Siqi Liu, Maoping Pu, Yun-Dong Wu and Xinhao Zhang

J. Org. Chem., 2020, 85, 12594
DOI: 10.1021/acs.joc.0c01775

α-Arylation of Silyl Enol Ethers via Rhodium(III)-Catalyzed C–H Functionalization

Xuezhen Kou and Kevin G. M. Kou

ACS Catal., 2020, 10, 3103
DOI: 10.1021/acscatal.9b05622

Redox-Neutral Rhodium(III)-Catalyzed Annulation of Arylhydrazines with Sulfoxonium Ylides To Synthesize 2-Arylindoles

Ningning Lv, Zhengkai Chen, Zhanxiang Liu and Yuhong Zhang

J. Org. Chem., 2019, 84, 13013
DOI: 10.1021/acs.joc.9b01815

Iridium‐Catalyzed Cascade Reaction of Sulfoxonium Ylides with o‐Aminoaryl Aldehydes for the Synthesis of 2‐Acylindoles

Yixin Tong, E. Mi, Li Zhou, Xiabin Wang and Biao Xiong

ChemistrySelect, 2023, 8
DOI: 10.1002/slct.202303078

Iron‐Catalyzed Carbenoid‐Transfer Reactions of Vinyl Sulfoxonium Ylides: An Experimental and Computational Study

Janakiram Vaitla, Annette Bayer and Kathrin H. Hopmann

Angewandte Chemie, 2018, 130, 16412
DOI: 10.1002/ange.201810451

Fe-Catalyzed Sequential C(sp3)–H/N–H Annulation of 2-Methylindoles with Ethyl Trifluoropyruvate at Room Temperature: Construction of Pyrrolo[1,2-α]indoles

Le Wang, Jia Zhou, Han-Qia Chen, Dong-Li Li, Jun-Bing Lin, Ke Li, Tong-Mei Ding and Shu-Yu Zhang

Org. Lett., 2020, 22, 4716
DOI: 10.1021/acs.orglett.0c01522

Metal‐Free Synthesis of 4‐Bromoisocoumarins through Brominative Annulation of 2‐Alkynylaryloate Esters Using In Situ Generated Transient Bromoiodane

Mohammad Sodoor and Sermadurai Selvakumar

Eur J Org Chem, 2023, 26
DOI: 10.1002/ejoc.202300925

Recent Advances in the Synthesis of 5‐Membered N‐Heterocycles via Rhodium Catalysed Cascade Reactions

Deepak R. Mishra, Bhabani S. Panda, Sabita Nayak, Jasmine Panda and Seetaram Mohapatra

ChemistrySelect, 2022, 7
DOI: 10.1002/slct.202200531

Recent Advances in Metal‐Catalyzed C−H Bond Functionalization Reactions of Sulfoxonium Ylides

Pratiksha Bhorali, Sabera Sultana and Sanjib Gogoi

Asian J Org Chem, 2022, 11
DOI: 10.1002/ajoc.202100754

Thioether-Directed C4-Selective C–H Acylmethylation of Indoles Using α-Carbonyl Sulfoxonium Ylides

Chandrababu Naidu Kona, Yuji Nishii and Masahiro Miura

Org. Lett., 2020, 22, 4806
DOI: 10.1021/acs.orglett.0c01617

Rhodium(III)-catalyzed intermolecular cyclization of anilines with sulfoxonium ylides toward indoles

Zhihao Shen, Chao Pi, Xiuling Cui and Yangjie Wu

Chinese Chemical Letters, 2019, 30, 1374
DOI: 10.1016/j.cclet.2019.01.033

Iron‐Catalyzed Carbenoid‐Transfer Reactions of Vinyl Sulfoxonium Ylides: An Experimental and Computational Study

Janakiram Vaitla, Annette Bayer and Kathrin H. Hopmann

Angew Chem Int Ed, 2018, 57, 16180
DOI: 10.1002/anie.201810451

Photo-Thermo-Mechanochemical Approach to Synthesize Quinolines via Addition/Cyclization of Sulfoxonium Ylides with 2-Vinylanilines Catalyzed by Iron(II) Phthalocyanine

Luyao Liu, Jingyang Lin, Mingxuan Pang, Huile Jin, Xiaochun Yu and Shun Wang

Org. Lett., 2022, 24, 1146
DOI: 10.1021/acs.orglett.1c04220

Rh(III)-catalyzed chemodivergent synthesis of isocoumarins and isoquinolones from N-methoxybenzamides and cyclic α-diazo-1,3-diketones

Dong Young Kim, Yu Kimura, Risako Miura and Teruyuki Kondo

Chemistry Letters, 2026, 55
DOI: 10.1093/chemle/upag017

Mild and Green Methodology for NIS-Mediated Synthesis of Quinoxalines from o-Phenylenediamines and Sulfoxonium Ylides at Room Temperature

Humaira Parveen, Sayeed Mukhtar, Mona O. Albalawi, Syed Khasim and Mohmmad Younus Wani

ACS Omega, 2025, 10, 56692
DOI: 10.1021/acsomega.5c09337

Copper(II)/DBU Relay Catalyzed Annulation of α-Carbonyl-γ-alkynyl Sulfoxonium Ylides for Accessing N-Sulfonamido 2H-Isoindoles

Peng Zhou, Wei-Tao Yang, Wen-Juan Hao and Bo Jiang

Org. Lett., 2023, 25, 8495
DOI: 10.1021/acs.orglett.3c03479

Rhodium-Catalyzed Relay Carbenoid Functionalization of Aromatic C–H Bonds toward Fused Heteroarenes

Xiaopeng Wu, Hao Xiong, Song Sun and Jiang Cheng

Org. Lett., 2018, 20, 1396
DOI: 10.1021/acs.orglett.8b00119

Isoquinolone Syntheses by Annulation Protocols

Ruimao Hua

Catalysts, 2021, 11, 620
DOI: 10.3390/catal11050620

Iridium-Catalyzed B–H Bond Insertion Reactions Using Sulfoxonium Ylides as Carbene Precursors toward α-Boryl Carbonyls

Jianglian Li, Hua He, Mengyi Huang, Yuncan Chen, Yi Luo, Kaichuan Yan, Qiantao Wang and Yong Wu

Org. Lett., 2019, 21, 9005
DOI: 10.1021/acs.orglett.9b03410

Ruthenium Catalyzed C−H Acylmethylation of N‐Arylphthalazine‐1,4‐diones with α‐Carbonyl Sulfoxonium Ylides: Highway to Diversely Functionalized Phthalazino‐fused Cinnolines

Pidiyara Karishma, Devesh S. Agarwal, Biswajit Laha, Sanjay K. Mandal and Rajeev Sakhuja

Chemistry An Asian Journal, 2019, 14, 4274
DOI: 10.1002/asia.201901250

Rhodium(III)-catalyzed C–H functionalization of C-alkenyl azoles with sulfoxonium ylides for the synthesis of bridgehead N-fused [5,6]-bicyclic heterocycles

Gia L. Hoang and Jonathan A. Ellman

Tetrahedron, 2018, 74, 3318
DOI: 10.1016/j.tet.2018.03.062

Synthesis of Tetrahydro-2H-thiopyran 1,1-Dioxides via [1+1+1+1+1+1] Annulation: An Unconventional Usage of a Tethered C–S Synthon

Xiang-Long Chen, Huai-Yu Wang, Chun-Yan Wu, Bo-Cheng Tang, Yao-Luo Hu, Jin-Tian Ma, Shi-Yi Zhuang, Zhi-Cheng Yu, Yan-Dong Wu and An-Xin Wu

Org. Lett., 2022, 24, 7659
DOI: 10.1021/acs.orglett.2c03194

Rh(III)-Catalyzed Cascade Reactions of Sulfoxonium Ylides with α-Diazocarbonyl Compounds: An Access to Highly Functionalized Naphthalenones

Xi Chen, Muhua Wang, Xinying Zhang and Xuesen Fan

Org. Lett., 2019, 21, 2541
DOI: 10.1021/acs.orglett.9b00340

Rh(III)-Catalyzed [3 + 3] Annulation Reaction of Cyclopropenones and Sulfoxonium Ylides toward Trisubstituted 2-Pyrones

Peng Zhou, Wei-Tao Yang, Anis Ur Rahman, Guigen Li and Bo Jiang

J. Org. Chem., 2020, 85, 360
DOI: 10.1021/acs.joc.9b02253

Chemodivergent Couplings of N-Arylureas and Methyleneoxetanones via Rh(III)-Catalyzed and Solvent-Controlled C–H Activation

Guoxun Zhu, Wendi Shi, Hui Gao, Zhi Zhou, Huacan Song and Wei Yi

Org. Lett., 2019, 21, 4143
DOI: 10.1021/acs.orglett.9b01333

Synthesis of C6-Substituted Isoquinolino[1,2-b]quinazolines via Rh(III)-Catalyzed C–H Annulation with Sulfoxonium Ylides

Jin Zhang, Xiaogang Wang, Di Chen, Yifan Kang, Yangmin Ma and Michal Szostak

J. Org. Chem., 2020, 85, 3192
DOI: 10.1021/acs.joc.9b03065

Rhodium(III)-Catalyzed Atroposelective Synthesis of C–N Axially Chiral Naphthylamines and Variants via C–H Activation

Peiyuan Wang, Yaling Huang, Jierui Jing, Fen Wang and Xingwei Li

Org. Lett., 2022, 24, 2531
DOI: 10.1021/acs.orglett.2c00686