Iron-Catalyzed Aerobic Oxidative Cross-Dehydrogenative C(sp3)H/X-H (X = C, N, S) Coupling Reactions

被引:5
作者
Xu, Da-Zhen [1 ]
Lai, Yi-Huan [1 ]
Xu, Da-Zhen [1 ]
机构
[1] Nankai Univ, Dept Chem, Natl Engn Res Ctr Pesticide Tianjin, Tianjin 300071, Peoples R China
关键词
iron; cross-coupling reaction; aerobic oxidative reaction; green synthesis; synthetic methods; OLEFINATION REACTION; C-SP3-H BONDS; FUNCTIONALIZATION; ACTIVATION; AMINATION; CHEMISTRY; MECHANISM;
D O I
10.1055/s-0040-1707195
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct functionalization of C(sp3)-H bonds is an attractive research topic in organic synthetic chemistry. The cross-dehydrogenative coupling (CDC) reaction provides a simple and powerful tool for the construction of C-C and C-heteroatom bonds. Recently, some progress has been made in the iron-catalyzed aerobic oxidative CDC reactions. Here, we present recent developments in the direct functionalization of C(sp3)-H bonds catalyzed by simple iron salts with molecular oxygen as the terminal oxidant. 1 Introduction 2 C(sp3)-C Bond Formation 3 C(sp3)-N Bond Formation 4 C(sp3)-S(Se) Bond Formation 5 Conclusion and Outlook
引用
收藏
页码:1753 / 1759
页数:7
相关论文
共 32 条
[1]   Iron Catalysis in Organic Synthesis [J].
Bauer, Ingmar ;
Knoelker, Hans-Joachim .
CHEMICAL REVIEWS, 2015, 115 (09) :3170-3387
[2]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254
[3]   Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion [J].
Davies, Huw M. L. ;
Manning, James R. .
NATURE, 2008, 451 (7177) :417-424
[4]   Nitrene Chemistry in Organic Synthesis: Still in Its Infancy? [J].
Dequirez, Geoffroy ;
Pons, Valerie ;
Dauban, Philippe .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (30) :7384-7395
[5]   Recent Developments in Transition Metal-Catalyzed Cross-Dehydrogenative Coupling Reactions of Ethers and Thioethers [J].
Faisca Phillips, Ana Maria ;
Pombeiro, Armando J. L. .
CHEMCATCHEM, 2018, 10 (16) :3354-3383
[6]   Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry [J].
Feng, Minghao ;
Tang, Bingqing ;
Liang, Steven H. ;
Jiang, Xuefeng .
CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2016, 16 (11) :1200-1216
[7]   The Cross-Dehydrogenative Coupling of Csp3-H Bonds: A Versatile Strategy for C-C Bond Formations [J].
Girard, Simon A. ;
Knauber, Thomas ;
Li, Chao-Jun .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (01) :74-100
[8]   Synthetic Applications of Oxidative Aromatic Coupling-From Biphenols to Nanographenes [J].
Grzybowski, Marek ;
Sadowski, Bartlomiej ;
Butenschoen, Holger ;
Gryko, Daniel T. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (08) :2998-3027
[9]   Cross-Dehydrogenative C-H/S-H Coupling Reactions [J].
Hosseinian, Akram ;
Ahmadi, Sheida ;
Nasab, Fatemeh Alsadat Hosseini ;
Mohammadi, Robab ;
Vessally, Esmail .
TOPICS IN CURRENT CHEMISTRY, 2018, 376 (06)
[10]   Iron-Catalyzed Direct Oxidative Alkylation and Hydroxylation of Indolin-2-ones with Alkyl-Substituted N-Heteroarenes [J].
Hu, Ren-Ming ;
Han, Dong-Yang ;
Li, Ning ;
Huang, Jie ;
Feng, Yu ;
Xu, Da-Zhen .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (10) :3876-3880