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

被引:154
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
  • [31] Triorganoindium Reagents in Rh-Catalyzed C-H Activation/C-C Cross-Coupling Reactions of 2-Arylpyridines
    Riveiros, Ricardo
    Tato, Ruben
    Perez Sestelo, Jose
    Sarandeses, Luis A.
    MOLECULES, 2018, 23 (07):
  • [32] Rhodium-Catalyzed C-H Olefination of Aryl Weinreb Amides
    Wang, Yan
    Li, Chao
    Li, Yan
    Yin, Feng
    Wang, Xi-Sheng
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (09) : 1724 - 1728
  • [33] Rhodium-catalyzed C-H functionalization with N-acylsaccharins
    Wu, Hongxiang
    Liu, Tingting
    Cui, Ming
    Li, Yue
    Jian, Junsheng
    Wang, Hui
    Zeng, Zhuo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (03) : 536 - 540
  • [34] Transition-Metal-Catalyzed C-C Bond-Forming Reactions via C-H Activation for the Development of Fluorescent Materials with Practical Value
    Wang, Kangmin
    Zhang, Jingxian
    Hu, Ruike
    Liu, Chong
    Bartholome, Tyler A.
    Ge, Haibo
    Li, Bijin
    ACS CATALYSIS, 2022, 12 (05) : 2796 - 2820
  • [35] Rhodium-catalyzed ortho C-H bond activation of arylamines for the synthesis of quinoline carboxylates
    Gadakh, Sunita K.
    Dey, Soumen
    Sudalai, A.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (10) : 2969 - 2977
  • [36] Harnessing Rhodium-Catalyzed C-H Activation: Regioselective Cascade Annulation for Fused Polyheterocycles
    Singam, Maneesh Kumar Reddy
    Babu, Undamatla Suri
    Nagireddy, Attunuri
    Nanubolu, Jagadeesh Babu
    Reddy, Maddi Sridhar
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (12) : 8069 - 8077
  • [37] Divergent Coupling of Benzocyclobutenones with Indoles via C-H and C-C Activations
    Lu, Hong
    Zhao, Tian-Tian
    Bai, Jin-Hua
    Ye, Dan
    Xu, Peng-Fei
    Wei, Hao
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (52) : 23537 - 23543
  • [38] Rhodium-Catalyzed Annulation of N-Benzoylsulfonamide with Isocyanide through C-H Activation
    Zhu, Chen
    Xie, Weiqing
    Falck, John R.
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (45) : 12591 - 12595
  • [39] Rhodium-catalyzed oxidative coupling of aromatic imines with internal alkynes via regioselective C-H bond cleavage
    Fukutani, Tatsuya
    Umeda, Nobuyoshi
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    CHEMICAL COMMUNICATIONS, 2009, (34) : 5141 - 5143
  • [40] Rhodium-Catalyzed Selective C-H Alkenylation of Indole at C4 Position
    Wu, Qingyi
    Gao, Pan
    Yuan, Yu
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (04) : 749 - 752