Recent progress in the application of iodonium ylides in organic synthesis

Xia Mi, Chao Pi, Weisheng Feng and Xiuling Cui

Org. Chem. Front., 2022, 9, 6999
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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
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Three-component synthesis ofN-naphthyl pyrazolesviaRh(iii)-catalyzed cascade pyrazole annulation and Satoh–Miura benzannulation

Demao Chen, Liyun Zhou, Yunyun Liu and Jie-Ping Wan

Chem. Commun., 2023, 59, 4036
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Iodonium ylides: an emerging and alternative carbene precursor for C–H functionalizations

Sanjeev Kumar, Vaishnavi Borkar, Mohd. Mujahid, Saiprasad Nunewar and Vinaykumar Kanchupalli

Org. Biomol. Chem., 2023, 21, 24
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One-pot access to indazole fused-phenanthridinones via Rh(III)-catalyzed [4+2] annulation

Shumin Li, Jinke Chang, Jian Shen and Xiuling Cui

Green Synthesis and Catalysis, 2025, 6, 75
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Fe‐Catalyzed Aliphatic C−H Methylation of Glycine Derivatives and Peptides

Silin Song, Xiuliang Cheng, Shiyan Cheng, Yu‐Mei Lin and Lei Gong

Chemistry A European J, 2023, 29
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Rh(III)-Catalyzed Direct C–H Cyclization of N-Nitrosoanilines with 1,3-Dicarbonyl Compounds: A Route to Tetrahydrocarbazol-4-ones

Liulin Jiao, Bo Zhang, Bohong Qu, Ruirui Zhai and Xun Chen

J. Org. Chem., 2023, 88, 10662
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Base-Controlled Rhodium(III)-Catalyzed Regioselective C–H Alkylation and Annulation of 2-Arylindoles with α-Cl Ketones

He Li, Tao Chen, Zhimeng Wang, Baoheng Wu, Haichun Gu, Shuai Yang, Hao Yu, Ning Xu, Xinxin Jin, Ye Lu, Fengyang Bai and Jinglin Liu

Org. Lett., 2025, 27, 8804
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Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

Akira Yoshimura and Viktor V. Zhdankin

Chem. Rev., 2024, 124, 11108
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Rh(III)‐Catalyzed C−H Cyclization of Primary Benzylamines with Iodonium Ylides toward Dihydrophenanthridin‐1‐ones

Ruirui Zhai, Liulin Jiao, Bohong Qu, Xiaoping Yang and Xun Chen

Asian J Org Chem, 2022, 11
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Bioinspired Synthesis of Phelligridin Analogues via Ru-Catalyzed C–H Activation/[4 + 2] Annulation of Aryl Imidates with Heteroaromatic Iodonium Ylides

Mingdian Liang, Si-Jing Huang, Dongyang Zhang, Bei Wan, Shaoyu Mai and Huaming Tao

J. Org. Chem., 2025, 90, 537
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Ru(II)-Catalyzed [3 + 3] Annulation of Benzamides with Iodonium Ylides via Redox-Neutral C–H Bond Functionalization

Shanmugarajan Jothi Murugan, Suresh Kumar Yadav and Masilamani Jeganmohan

J. Org. Chem., 2025, 90, 10662
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Solvent‐Dependent Divergent Cyclization of Bicyclo[1.1.0]butanes

Fuhao Zhang, Subhabrata Dutta, Alessia Petti, Debanjan Rana, Constantin G. Daniliuc and Frank Glorius

Angew Chem Int Ed, 2025, 64
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1,3‐Diynes: A Versatile Precursor in Transition‐Metal Catalyzed (Mediated) C−H Functionalizations

Sanjeev Kumar, Tharun Kumar Sabbi, Rasika Pingale, Pradeep Girase and Vinaykumar Kanchupalli

The Chemical Record, 2023, 23
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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
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Rh(III)-Catalyzed Imidoyl C–H Bond Activation/[4 + 2] Annulation of N-Benzimidazole Imines with Iodonium Ylides

Xiang Li, Qin Zhang and Xin Zheng

J. Org. Chem., 2025, 90, 15143
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Condition-Controlled Selective Synthesis of Pyranone-Tethered Indazoles or Carbazoles through the Cascade Reactions of N-Nitrosoanilines with Iodonium Ylides

Kelin Wang, Xia Song, Yongdi Xin, Xinying Zhang and Xuesen Fan

Org. Lett., 2023, 25, 4422
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1,6-Addition of indolizines to para-quinone methides with indium(III) chloride as catalyst

Ana Julia S. Senna, Manoel T. Rodrigues, Hugo Santos, Lucas A. Zeoly, Ralph C. Gomes and Fernando Coelho

Tetrahedron Letters, 2023, 125, 154622
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Cp*Rh-Catalyzed NH-Indole-Directed C–H Activation/Annulation Toward Indole-Fused Polycyclic Compounds

Weihui Zhuang, Piao Lu and Qiufeng Huang

Synlett, 2025
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Visible-Light-Induced Annulation of Iodonium Ylides and 2-Isocyanobiaryls to Access 6-Arylated Phenanthridines

Jin-Yang Chen, Hong-Yu Wu, Hai-Yang Song, Hong-Xia Li, Jun Jiang, Tian-Bao Yang and Wei-Min He

J. Org. Chem., 2023, 88, 8360
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Transition-Metal-Catalyzed Directed C–H Bond Functionalization with Iodonium Ylides: A Review of the Last 5 Years

Juting Liao, Dulin Kong, Xiaoyang Gao, Ruirui Zhai, Xun Chen and Shuojin Wang

Molecules, 2024, 29, 3567
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Rhodium(III)-Catalyzed C–H Activation/[5 + 2] Cascade Annulation of Aroyl Hydrazides with Iodonium Ylides for the Synthesis of Seven-Membered Dibenzodiazepinediones

He Li, Tao Chen, Zhiwei Wang, Yuxin Li, Ye Lu, Xinxin Jin, Ning Xu and Jinglin Liu

J. Org. Chem., 2024, 89, 13412
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Lösungsmittelabhängige divergente Cyclisierung von Bicyclo[1.1.0]butanen

Fuhao Zhang, Subhabrata Dutta, Alessia Petti, Debanjan Rana, Constantin G. Daniliuc and Frank Glorius

Angewandte Chemie, 2025, 137
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Ru(II)-Catalyzed Decarbonylative Alkylation and Annulations of Benzaldehydes with Iodonium Ylides under Chelation Assistance

Xiang Li, Yang Shen, Guodong Zhang, Xin Zheng, Qing Zhao and Zihe Song

Org. Lett., 2022, 24, 5281
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Synthesis of γ-Spirolactams via Rh(III)-Catalyzed C–H Activation/Directing Group Migration/Dearomatization/Spiroannulation of Indoles with 1,3-Enynes

Sanjeev Kumar and Vinaykumar Kanchupalli

Org. Lett., 2024, 26, 8975
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The Pyridotriazole Works as a Traceless Directing Group: A C–H Activation/Annulation Cascade Reaction with Iodonium Ylides

Guanghui Lv, Qingyao Zhang, Cuimei Zhang, Yuting Chen, Zheng Lin, Ruizhi Lai, Zhongzhen Yang and Yong Wu

Org. Lett., 2023, 25, 4022
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Synthesis of 1-Aminoisoquinolines via Rh(III)-Catalyzed C–H Cascade Annulation of Benzamidines with Iodonium Ylides

He Li, Baoheng Wu, Tao Chen, Shuai Yang, Wangze Li, Shunling Cao, Zhishuang Du, Ye Lu, Ning Xu, Xinxin Jin, Jiaqi Yu and Jinglin Liu

Org. Lett., 2025, 27, 2747
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Ru(II)-Catalyzed C–H Functionalization of 2-Arylbenzimidazoles with Iodonium Ylides: A Straightforward Access to Bridgehead Polycyclic N-Heterocycles

Saiprasad Nunewar, Sanjeev Kumar, Akhilesh Waman Meshram and Vinaykumar Kanchupalli

J. Org. Chem., 2022, 87, 13757
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Solvent Dictated Organic Transformations

Tamanna Khandelia, Pritishree Panigrahi, Subhendu Ghosh, Raju Mandal, Barlina Doley and Bhisma K. Patel

Chemistry An Asian Journal, 2024, 19
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Accessing 7,8-Dihydroquinoline-2,5-diones via Rh-Catalyzed Olefinic C–H Activation/[4+2] Cyclization

Xueqing Liu, Sijia Shi, Wenqian Ding, Zhiyue He, Yu Shen, Yong Nian and Xiaowei Wu

Org. Lett., 2024, 26, 5136
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Regioselective [3+2]‐Spiroannulation and [4+n]‐Annulation Approaches through Activation of C−H Bond Facilitated by Ru(II) as Catalyst: Role of Solvent Selectivity

Rahul Dev Mandal, Anindita Sarkar, Dwaipayan Das and Asish R. Das

Adv Synth Catal, 2024, 366, 1863
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Synthesis of Substituted Pyrido[1,2‐a]benzimidazoles by Ruthenium‐Catalyzed C−H Bond Activation and Tandem Cyclization of 2‐Arylimidazo[1,2‐a]pyridines with Iodonium Ylides

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

Eur J Org Chem, 2023, 26
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Rh(III)-Catalyzed C–H Annulation of N-Nitrosoanilines with Iodonium Ylides for the Synthesis of N-Alkyl Indoles

Chaoshui Liu, Qiuzi Dai, Yaqian Li, Chuhan Huang, Lijuan Guo and Zi Yang

J. Org. Chem., 2023, 88, 7281
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Iridium(III)-Catalyzed Cyclization of Oximes with Iodonium Ylides: Synthesis of Multisubstituted Heterocyclic N-Oxides

Narasingan Aravindan and Masilamani Jeganmohan

J. Org. Chem., 2025, 90, 7857
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Visible-Light-Promoted and Electron Donor–Acceptor Complex-Driven Double Csp2–H Bond Functionalization of 2-Arylindoles: A Strategy for the Synthesis of Benzo[a]carbazoles

Ziren Chen, Fei Xue, Wanting Feng, Zuozhi Zhang, Bin Wang, Yonghong Zhang, Weiwei Jin, Yu Xia and Chenjiang Liu

Org. Lett., 2024, 26, 7614
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Mild construction of N-fused polycyclic compounds via Rh(III)/EosinY co-catalyze C−H activation

Zhouping Wu, Guanghui Lv, Zheng Lin, Jiangyan Tang, Jian Chen, Jianghong Liu, Li Hai and Yong Wu

Green Synthesis and Catalysis, 2024, 5, 108
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Visible-Light-Mediated Solvent-Switched Photosensitizer-Free Synthesis of Polyfunctionalized Quinolines and Pyridines

Hirendra Nath Dhara, Amitava Rakshit, Tipu Alam, Ashish Kumar Sahoo and Bhisma K. Patel

Org. Lett., 2023, 25, 471
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Iridium-Catalyzed Direct and Site-Selective C–H Heteroarylation, Alkenylation, and Alkylation of Indoles

Tian Cao, Wanqi Hu, Linlu Hao, Liting Guo, Li Wu, Lei Xu, Zhaobing Gao, Jia Li, Fuyun Tian and Xiaowei Wu

J. Org. Chem., 2025, 90, 17128
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Synthesis of Oxaspirocyclohexadienones via Lewis‐Acid Catalyzed [2+3]‐Annulations of p‐Quinone Methides and Iodonium Ylides

Mohd. Mujahid, Sanjeev Kumar, Nitin Pal Kalia and Vinaykumar Kanchupalli

Adv Synth Catal, 2024, 366, 3283
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Rhodium(III)‐Catalyzed Divergent C−H Functionalization of N‐Aryl Amidines with Iodonium Ylides: Access to Carbazolones and Zwitterionic Salts

Jie Ren, Liu Yang, Chao Pi, Xiuling Cui and Yangjie Wu

Adv Synth Catal, 2023, 365, 1817
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Rh(III)‐Catalyzed C−H Annulation of Sulfoxonium Ylides and 1,3‐Diynes: A Rapid Access to Alkynyl‐1‐Naphthol Derivatives

Sanjeev Kumar, Vaishnavi Borkar, Saiprasad Nunewar, Shashank Yadav and Vinaykumar Kanchupalli

Chemistry An Asian Journal, 2023, 18
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