Rhodium-catalyzed C-C coupling reactions via double C-H activation

被引:153
|
作者
Li, Shuai-Shuai [1 ]
Qin, Liu [1 ]
Dong, Lin [1 ]
机构
[1] Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R China
关键词
CASCADE OXIDATIVE ANNULATION; ONE-POT SYNTHESIS; N-SULFONYL KETIMINES; BOND ACTIVATION; CARBOXYLIC-ACIDS; INTERNAL ALKYNES; DIRECT ARYLATION; SIMPLE ARENES; POLYHETEROAROMATIC COMPOUNDS; SEQUENTIAL CLEAVAGE;
D O I
10.1039/c6ob00209a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various rhodium-catalyzed double C-H activations are reviewed. These powerful strategies have been developed to construct C-C bonds, which might be widely embedded in complex aza-fused heterocycles, polycyclic skeletons and heterocyclic scaffolds. In particular, rhodium(III) catalysis shows good selectivity and reactivity to functionalize the C-H bond, generating reactive organometallic intermediates in most of the coupling reactions. Generally, intermolecular, intramolecular and multi-component coupling reactions via double C-H activations with or without heteroatom-assisted chelation are discussed in this review.
引用
收藏
页码:4554 / 4570
页数:17
相关论文
共 50 条
  • [41] Rhodium(III)-Catalyzed Direct C7 Allylation of Indolines via Sequential C-H and C-C Activation
    Wang, Qiuling
    Zhi, Chang-Lei
    Lu, Pei-Pei
    Liu, Shuang
    Zhu, Xinju
    Hao, Xin-Qi
    Song, Mao-Ping
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (06) : 1253 - 1258
  • [42] Rhodium-Catalyzed Hiyama Coupling Reaction of Unstrained Ketones via C-C Bond Cleavage
    Jiang, Cheng
    Wu, Wen-Qiang
    Lu, Hong
    Yu, Tian-Yang
    Xu, Wen-Hua
    Wei, Hao
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (08) : 1358 - 1362
  • [43] Divergent Functionalization of Indoles with Acryloyl Silanes via Rhodium-Catalyzed C-H Activation
    Lu, Ping
    Feng, Chao
    Loh, Teck-Peng
    ORGANIC LETTERS, 2015, 17 (13) : 3210 - 3213
  • [44] Rhodium-catalyzed olefination of aryl tetrazoles via direct C-H bond activation
    Wang, Liang
    Wu, Wenting
    Chen, Qun
    He, Mingyang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (40) : 7923 - 7926
  • [45] Rhodium-Catalyzed Selective Olefination of Arene Esters via C-H Bond Activation
    Park, Sae Hume
    Kim, Ji Young
    Chang, Sukbok
    ORGANIC LETTERS, 2011, 13 (09) : 2372 - 2375
  • [46] Synthesis of Stilbenes by Rhodium-Catalyzed Aerobic Alkenylation of Arenes via C-H Activation
    Jia, Xiaofan
    Frye, Lucas, I
    Zhu, Weihao
    Gu, Shunyan
    Gunnoe, T. Brent
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (23) : 10534 - 10543
  • [47] Rhodium-catalyzed alkylation of terephthaldialdimine with terminal alkenes via C-H bond activation
    Lim, YG
    Koo, BT
    TETRAHEDRON LETTERS, 2005, 46 (46) : 7997 - 8001
  • [48] Annulation of alkenyl-substituted heterocycles via rhodium-catalyzed intramolecular C-H activated coupling reactions
    Tan, KL
    Bergman, RG
    Ellman, JA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (11) : 2685 - 2686
  • [49] Rhodium-catalyzed hydroarylation of alkynes via tetrazole-directed C-H activation
    Chen, Bin
    Jiang, Yan
    Cheng, Jiang
    Yu, Jin-Tao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (10) : 2901 - 2904
  • [50] Rhodium-catalyzed alkylation of aromatic azines with alkenes via C-H bond activation
    Lim, YG
    Koo, BT
    TETRAHEDRON LETTERS, 2005, 46 (03) : 385 - 388