Photoredox-catalyzed C(sp2)-N coupling reactions

被引:49
作者
An, Xiao-De [1 ]
Yu, Shouyun [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Adv Organ Mat, State Key Lab Analyt Chem Life Sci, Nanjing 210023, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Photoredox catalysis; Photochemistry; C(sp(2))-N coupling reactions; Radical reactions; Aryl amines; C-H AMINATION; VISIBLE-LIGHT PHOTOREDOX; CARBON-NITROGEN BONDS; ROOM-TEMPERATURE; ARYL HALIDES; COPPER; ARENES; CARBAZOLES; AMIDATION; RADICALS;
D O I
10.1016/j.tetlet.2018.03.050
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photoredox-catalyzed radical reactions have attracted intense interest from synthetic chemists over the past several years. The photoredox-catalyzed C(sp(2))-N coupling reactions, including Ullmann type C-N coupling (C-X/N-H type coupling), redox neutral C-N coupling (C-H/N-X type coupling) and oxidative C-N coupling (C-H/N-H type coupling), have been summarized in this digest. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1605 / 1613
页数:9
相关论文
共 69 条
[1]   N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C-H Amination of Arenes and Heteroarenes [J].
Allen, Laura J. ;
Cabrera, Pablo J. ;
Lee, Melissa ;
Sanford, Melanie S. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (15) :5607-5610
[2]   Visible-Light-Promoted and One-Pot Synthesis of Phenanthridines and Quinolines from Aldehydes and O-Acyl Hydroxylamine [J].
An, Xiao-De ;
Yu, Shouyun .
ORGANIC LETTERS, 2015, 17 (11) :2692-2695
[3]  
[Anonymous], 2009, CHEM SOC REV
[4]   Thiopeptide antibiotics [J].
Bagley, MC ;
Dale, JW ;
Merritt, EA ;
Xiong, A .
CHEMICAL REVIEWS, 2005, 105 (02) :685-714
[5]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[6]   Selected Copper-Based Reactions for C-N, C-O, C-S, and C-C Bond Formation [J].
Bhunia, Subhajit ;
Pawar, Govind Goroba ;
Kumar, S. Vijay ;
Jiang, Yongwen ;
Ma, Dawei .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (51) :16136-16179
[7]   Visible light C-H amidation of heteroarenes with benzoyl azides [J].
Brachet, E. ;
Ghosh, T. ;
Ghosh, I. ;
Koenig, B. .
CHEMICAL SCIENCE, 2015, 6 (02) :987-992
[8]   Visible light photoredox-controlled reactions of N-radicals and radical ions [J].
Chen, Jia-Rong ;
Hu, Xiao-Qiang ;
Lu, Liang-Qiu ;
Xiao, Wen-Jing .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (08) :2044-2056
[9]   Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].
Cho, Seung Hwan ;
Kim, Ji Young ;
Kwak, Jaesung ;
Chang, Sukbok .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083
[10]   Intramolecular Oxidative C-N Bond Formation for the Synthesis of Carbazoles: Comparison of Reactivity between the Copper-Catalyzed and Metal-Free Conditions [J].
Cho, Seung Hwan ;
Yoon, Jungho ;
Chang, Sukbok .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (15) :5996-6005