Rh(iii)-catalyzed regioselective C-H activation dialkenylation/annulation cascade for rapid access to 6H-isoindolo[2,1-a]indole

被引:3
|
作者
Zhang, Fangming [1 ]
Zhu, Xin [1 ]
Luo, Bo [1 ]
Wang, Chengming [1 ]
机构
[1] Jinan Univ, Dept Chem, Coll Chem & Mat Sci, Guangzhou 511443, Peoples R China
关键词
OXIDATIVE OLEFINATION; AROMATIC-SUBSTITUTION; EFFICIENT SYNTHESIS; ORTHO-ALKENYLATION; INDOLE ALKALOIDS; BOND ACTIVATION; FUNCTIONALIZATION; ARYLATION; ALKENES; 2-PHENYLINDOLES;
D O I
10.1039/d1ra02998c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
6H-isoindolo[2,1-a]indoles were accessed via a Rh(iii)-catalyzed N-H free indole directed C-H activation dialkenylation/annulation cascade in moderate to excellent yields. This protocol also features: reaction procedures that are insensitive to air and moisture, excellent regioselectivity and good functional group tolerance.
引用
下载
收藏
页码:25194 / 25198
页数:5
相关论文
共 50 条
  • [31] Cascade C-H Activation and Defluorinative Annulation of 2-Arylbenzimidazoles with α-Trifluoromethyl-α-diazoketones: Modular Assembly of 6-Fluorobenzimidazo[2,1-a]isoquinolines
    Dong, Zhongkang
    Zhang, Hengzhi
    Wang, Baiquan
    Li, Bin
    ORGANIC LETTERS, 2023, 25 (26) : 4770 - 4775
  • [32] Regioselective hydroarylation and arylation of maleimides with indazoles via a Rh(iii)-catalyzed C-H activation
    Ghosh, Asim Kumar
    Samanta, Sadhanendu
    Ghosh, Payel
    Neogi, Sukanya
    Hajra, Alakananda
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (16) : 3093 - 3097
  • [33] Cobalt-catalyzed C-H activation and regioselective intermolecular annulation with allenes
    Li, Tianlei
    Zhang, Chao
    Tan, Yonghua
    Pan, Weidong
    Rao, Yu
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (02): : 204 - 209
  • [34] Transition metal-catalyzed C-H activation/annulation approaches to isoindolo[2,1-b]isoquinolin-5(7H)-ones
    Tang, Xiao
    Ding, Songtao
    Song, Liangliang
    Van der Eycken, Erik V.
    CHEMICAL RECORD, 2023, 23 (03):
  • [35] 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
  • [36] 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
  • [37] Mechanistic insights into Rh(III)-catalyzed C-H activation/annulation of N-Aryloxyacetamides with alkynyloxiranes
    Pal, Poulami
    Das, Gourab Kanti
    MOLECULAR CATALYSIS, 2021, 516
  • [38] 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
  • [39] Rhodium(III)-catalyzed intermolecular cascade annulation through C-H activation: Concise synthesis of rosettacin
    Song, Liangliang
    Tian, Guilong
    Van der Eyeken, Erik V.
    MOLECULAR CATALYSIS, 2018, 459 : 129 - 134
  • [40] Rh(III)-Catalyzed [3+2] Annulation via C-H Activation: Direct Access to Trifluoromethyl-Substituted Indenamines and Aminoindanes
    Chaudhary, Bharatkumar
    Auti, Prashant
    Shinde, Suchita Dattatray
    Yakkala, Prasanna Anjaneyulu
    Giri, Deepesh
    Sharma, Satyasheel
    ORGANIC LETTERS, 2019, 21 (08) : 2763 - 2767