Dual C-H activation: Rh(iii)-catalyzed cascade π-extended annulation of 2-arylindole with benzoquinone

被引:9
|
作者
Zhang, Qijing [1 ]
Li, Qianrong [1 ]
Wang, Chengming [1 ]
机构
[1] Jinan Univ, Dept Chem, Coll Chem & Mat Sci, Guangzhou 511443, Peoples R China
关键词
39;
D O I
10.1039/d1ra01779a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A rhodium-catalyzed, N-H free indole directed cyclization reaction of benzoquinone via a dual C-H activation strategy is disclosed. This protocol has a good functional group tolerance and affords useful indole-fused heterocylces. Besides, it is insensitive to moisture, commercially available solvent can be directly used and work quite well for this transformation.
引用
收藏
页码:13030 / 13033
页数:4
相关论文
共 50 条
  • [1] Practical synthesis of isocoumarins via Rh(III)-catalyzed C-H activation/annulation cascade
    Gao, Qian-Ci
    Li, Yi-Fei
    Xuan, Jun
    Hu, Xiao-Qiang
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2023, 19 : 100 - 106
  • [2] Rh(III)-Catalyzed C-H Activation/Annulation for the Construction of Quinolizinones and Indolizines
    Hou, Xinjiao
    Wang, Run
    Fang, Feifei
    Qu, Zhiyan
    Zhou, Jianhui
    Yu, Ting
    Wang, Dechuan
    Liu, Hong
    Zhou, Yu
    ORGANIC LETTERS, 2024, 26 (21) : 4451 - 4456
  • [3] Rh(III)-Catalyzed Sequential C-H Amination/Annulation Cascade Reactions: Synthesis of Multisubstituted Benzimidazoles
    Huang, Siqi
    Li, Huan
    Sun, Xiangying
    Xu, Linhua
    Wang, Lianhui
    Cui, Xiuling
    ORGANIC LETTERS, 2019, 21 (14) : 5570 - 5574
  • [4] Rh(iii)-Catalyzed C-H activation/annulation of salicylaldehydes with sulfoxonium ylides for the synthesis of chromones
    Cai, Libo
    Zhu, Xiaoyi
    Chen, Jiayi
    Lin, Aijun
    Yao, Hequan
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (21): : 3688 - 3692
  • [5] Rh(III)-Catalyzed [3+2] Annulation and C-H Alkenylation of Indoles with 1,3-Diynes by C-H Activation
    Kumar, Sanjeev
    Nunewar, Saiprasad
    Usama, Khan Mohammad
    Kanchupalli, Vinaykumar
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (15) : 2223 - 2229
  • [6] Rh(iii)-catalyzed regioselective C-H activation dialkenylation/annulation cascade for rapid access to 6H-isoindolo[2,1-a]indole
    Zhang, Fangming
    Zhu, Xin
    Luo, Bo
    Wang, Chengming
    RSC ADVANCES, 2021, 11 (41) : 25194 - 25198
  • [7] Construction of Peptide-Isoquinolone Conjugates via Rh(III)- Catalyzed C-H Activation/Annulation
    Song, Liangliang
    Lv, Zhenwei
    Li, Yan
    Zhang, Kui
    Van der Eycken, Erik V.
    Cai, Lingchao
    ORGANIC LETTERS, 2023, 25 (17) : 2996 - 3000
  • [8] Rh(III)-Catalyzed C-H Activation of Benzamides and Chemodivergent Annulation with Benzoxazinanones: Substrate Controlled Selectivity
    Ji, Danqing
    Li, Xingwei
    ORGANIC LETTERS, 2023, 25 (39) : 7083 - 7088
  • [9] Mechanistic insights into Rh(III)-catalyzed C-H activation/annulation of N-Aryloxyacetamides with alkynyloxiranes
    Pal, Poulami
    Das, Gourab Kanti
    MOLECULAR CATALYSIS, 2021, 516
  • [10] Rh(III)-Catalyzed Oxidative C-H Activation/Annulation of Salicylaldehydes with Masked Enynes for the Synthesis of Chromones
    Li, Bo
    Zhu, Jianping
    Zheng, Xia
    Ti, Wenqing
    Huang, Yue
    Yao, Hequan
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (01): : 548 - 558