Recent Advances in Photocatalytic C-N Bond Coupling Reactions

被引:38
作者
Chan, Chun-Ming [1 ]
Chow, Yip-Chi [1 ]
Yu, Wing-Yiu [1 ]
机构
[1] Hong Kong Polytech Univ, State Key Lab Chem Biol & Drug Discovery, Dept Appl Biol & Chem Technol, Hung Hom,Kowloon, Hong Kong, Peoples R China
来源
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 20期
关键词
photochemistry; C-N cross-coupling; amination; radicals; visible light; VISIBLE-LIGHT PHOTOREDOX; H AMINATION; REDUCTIVE AMINATION; CATALYZED SYNTHESIS; ELECTRON-TRANSFER; AMIDATION; ARENES; FUNCTIONALIZATION; RADICALS; COPPER;
D O I
10.1055/s-0040-1707136
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic C-N bond formation is one of the major research topics in synthetic chemistry owing to the ubiquity of amino groups in natural products, synthetic intermediates and pharmaceutical agents. In parallel with well-established metal-catalyzed C-N bond coupling protocols, photocatalytic reactions have recently emerged as efficient and selective alternatives for the construction of C-N bonds. In this review, the progress made on photocatalytic C-N bond coupling reactions between 2012 and February 2020 is summarized.
引用
收藏
页码:2899 / 2921
页数:23
相关论文
共 148 条
[41]  
Hu X.Q., 2014, ANGEW CHEMIE, V126, P12359
[42]   Catalytic N-radical cascade reaction of hydrazones by oxidative deprotonation electron transfer and TEMPO mediation [J].
Hu, Xiao-Qiang ;
Qi, Xiaotian ;
Chen, Jia-Rong ;
Zhao, Quan-Qing ;
Wei, Qiang ;
Lan, Yu ;
Xiao, Wen-Jing .
NATURE COMMUNICATIONS, 2016, 7
[43]   Asymmetric Photocatalysis with Bis-cyclometalated Rhodium Complexes [J].
Huang, Xiaoqiang ;
Meggers, Eric .
ACCOUNTS OF CHEMICAL RESEARCH, 2019, 52 (03) :833-847
[44]   Catalytic Dehydrogenative C-H Imidation of Arenes Enabled by Photo-generated Hole Donation to Sulfonimide [J].
Ito, Eri ;
Fukushima, Tomohiro ;
Kawakami, Takahiro ;
Murakami, Kei ;
Itami, Kenichiro .
CHEM, 2017, 2 (03) :383-392
[45]   Transition-Metal-Free Three-Component Radical 1,2-Amidoalkynylation of Unactivated Alkenes [J].
Jiang, Heng ;
Studer, Armido .
CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (02) :516-520
[46]   Amidyl Radicals by Oxidation of α-Amido-oxy Acids: Transition-Metal-Free Amidofluorination of Unactivated Alkenes [J].
Jiang, Heng ;
Studer, Armido .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (33) :10707-10711
[47]   Iminyl-Radicals by Oxidation of -Imino-oxy Acids: Photoredox-Neutral Alkene Carboimination for the Synthesis of Pyrrolines [J].
Jiang, Heng ;
Studer, Armido .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (40) :12273-12276
[48]   Visible-Light-Promoted Iminyl-Radical Formation from Acyl Oximes: A Unified Approach to Pyridines, Quinolines, and Phenanthridines [J].
Jiang, Heng ;
An, Xiaode ;
Tong, Kun ;
Zheng, Tianyi ;
Zhang, Yan ;
Yu, Shouyun .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (13) :4055-4059
[49]   Light-Driven Intramolecular C-N Cross-Coupling via a Long-Lived Photoactive Photoisomer Complex [J].
Jing, Dong ;
Lu, Cong ;
Chen, Zhuo ;
Jin, Songyang ;
Xie, Lijuan ;
Meng, Ziyi ;
Su, Zhishan ;
Zheng, Ke .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (41) :14666-14672
[50]   Asymmetric copper-catalyzed C-N cross-couplings induced by visible light [J].
Kainz, Quirin M. ;
Matier, Carson D. ;
Bartoszewicz, Agnieszka ;
Zultanski, Susan L. ;
Peters, Jonas C. ;
Fu, Gregory C. .
SCIENCE, 2016, 351 (6274) :681-684