Advances in N-heterocyclic carbene organocatalysis from 2015 to 2024

Dan Ling, Yusong Ran, Fachang Yang, Xiaoqun Yang, Xingxing Wu, Shi-Chao Ren and Zhichao Jin

Chem. Soc. Rev., 2025
DOI: 10.1039/D5CS00600G

Visible-light-mediated sequential Wolff rearrangement and Staudinger cycloaddition enabling the assembly of spiro-pyrazolone-β-lactams

Jie Tang, Zhen-Hui Yan, Gu Zhan, Qian-Qian Yang, Ying-Ying Cheng, Xiang Li and Wei Huang

Org. Chem. Front., 2022, 9, 4341
DOI: 10.1039/D2QO00742H

N-heterocyclic carbene-catalyzed direct enantioselective synthesis of dihydroisoxazolo[5,4-b]pyridin-6-ones

Xiaoxia Huang, Yarui Li, Jieyin He, Shiyong Peng, Jian Wang and Ming Lang

Org. Chem. Front., 2023, 10, 963
DOI: 10.1039/D2QO01736A

Catalytic asymmetric construction of dispirotriheterocyclic structures through [3+2] cycloadditions of 4-amino pyrazolone-based azomethine ylides

Yue Huang, Xiaoze Bao, Xingfu Wei, Jianfang Zhang, Shah Nawaz, Jingping Qu and Baomin Wang

New J. Chem., 2022, 46, 14155
DOI: 10.1039/D2NJ02895F

Organocatalytic asymmetric synthesis of oxazolidino spiropyrazolinonesvia N,O-acetalization/aza Michael addition domino reaction betweenN-Boc pyrazolinone ketimines and γ-hydroxyenones

Marta Gil-Ordóñez, Laura Martín, Alicia Maestro and José M. Andrés

Org. Biomol. Chem., 2023, 21, 2361
DOI: 10.1039/D2OB02290G

A DFT study of NHC-catalyzed reactions of [3+3] annulations of 2-bromoenals and thioamides: mechanisms and regio- and stereoselectivities

Yan Li, Lina Geng, Zhiyi Song and Zhiqiang Zhang

New J. Chem., 2023, 47, 21815
DOI: 10.1039/D3NJ04532C

Copper-catalyzed asymmetric alkynylation of pyrazole-4,5-diones using chloramphenicol base-derived hydroxyl oxazoline ligands

Zhao-Feng Li, Hong-Jiao He, Rong-Hui Wang, Li-Yan Zhou, You-Cai Xiao and Fen-Er Chen

Org. Chem. Front., 2022, 9, 2792
DOI: 10.1039/D2QO00213B

Organic Transformations Utilizing 1,5,7‐Triazabicyclo[4.4.0]Dec‐5‐Ene (TBD): A Tale of Two Nitrogens

Chunling Blue Lan and Karine Auclair

Eur J Org Chem, 2025, 28
DOI: 10.1002/ejoc.202401383

Construction of Cyclopentanes Consisting of Five Stereocenters via NHC-Catalyzed Cascade Reactions of Enals with Oxindole-Dienones

Yadi Niu, Laiping Yao, Hongli Zhao, Xue Tang, Qian Zhao, Yuling Wu, Bo Han, Wei Huang and Gu Zhan

Org. Lett., 2023, 25, 8445
DOI: 10.1021/acs.orglett.3c03341

Mechanism, Chemoselectivity, and Stereoselectivity of an NHC-Catalyzed Reaction of Aldehydes and Hydrazones: A DFT Study

Yan Li, Yanlong Kang, Junjie Xiao and Zhiqiang Zhang

J. Phys. Chem. A, 2024, 128, 4483
DOI: 10.1021/acs.jpca.4c02479

Mechanisms and Stereoselectivities in the NHC-Catalyzed [4 + 2] Annulation of 2-Bromoenal and 6-Methyluracil-5-carbaldehyde

Yan Li, Mingchao Zhang and Zhiqiang Zhang

J. Org. Chem., 2023, 88, 12997
DOI: 10.1021/acs.joc.3c01015

Mechanisms, regio- and stereoselectivities involved in NHC catalyzed dearomatizing annulation of ester with ylide: A computational study

Yan Li, Junjie Xiao, Yanlong Kang and Zhiqiang Zhang

Molecular Catalysis, 2024, 560, 114146
DOI: 10.1016/j.mcat.2024.114146

NHC-Catalyzed Reaction of Aldehydes for C(sp2)–O Bond Formation

Yousuke Yamaoka and Hideto Miyabe

Catalysts, 2024, 14, 219
DOI: 10.3390/catal14040219

Access to Spiropyrazolone-butenolides through NHC-Catalyzed [3 + 2]-Asymmetric Annulation of 3-Bromoenals and 1H-Pyrazol-4,5-diones

Marta Gil-Ordóñez, Alicia Maestro and José M. Andrés

J. Org. Chem., 2023, 88, 6890
DOI: 10.1021/acs.joc.3c00188

Enantioselective Alkynylation of Pyrazole-4,5-diones with Terminal Alkynes Catalyzed by Copper/PyBisulidine

Yu Chai, Peng Chen, Ruoran Wu, Junyu Zhou, Jianhua Ou, Yan Min, Haoting Wang, Dong Zhang, Hui Zhou, Yan Liu and Jing Zhou

J. Org. Chem., 2023, 88, 13645
DOI: 10.1021/acs.joc.3c01338

Substrate-Controlled Regioselective Cascade Reactions of Deconjugated Butenolides and Cinnamaldehydes: Access to Structurally Diverse Spirobutenolides

Juan-Ru Tian, Hang Qin, Lanbo Liu, Jie Wang, Longfei Li, Ya-Li Song and Zhi-Hao You

Org. Lett., 2024, 26, 8686
DOI: 10.1021/acs.orglett.4c02809

Developments in Organocatalysis Transformations of Unsaturated Pyrazolones

Fatemeh Doraghi, Farzad Gilaninezhad, Somaye Karimian, Bagher Larijani and Mohammad Mahdavi

COS, 2025, 22, 439
DOI: 10.2174/0115701794307025240521114902

Chemo- and Diastereoselective Cycloisomerization/[2 + 3] Cycloaddition of Enynamides: Synthesis of Spiropyrazolines as Potential Anticancer Reagents

Huaying Fang, Yang Li, Lan Zhang, Zhen-Hui Yan, Ke Ma, Cheng Peng, Wei Huang and Gu Zhan

J. Org. Chem., 2023, 88, 7311
DOI: 10.1021/acs.joc.3c00533