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
收藏
页码:25194 / 25198
页数:5
相关论文
共 50 条
  • [41] Rh(III)-Catalyzed Trifluoromethylthiolation of Indoles via C-H Activation
    Wang, Qiang
    Xie, Fang
    Li, Xingwei
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (16) : 8361 - 8366
  • [42] Synthesis of Isoquinolines via Rh(III)-Catalyzed C-H Annulation of Primary Benzylamines with α-Cl Ketones
    Zhai, Ruirui
    Xu, Dan
    Bai, Lili
    Wang, Shuojin
    Kong, Dulin
    Chen, Xun
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (01)
  • [43] Rhodium-Catalyzed Dual C-H Activation for Regioselective Triple Annulation of Enaminones: Access to Polycyclic Naphthopyran Derivatives
    Suresh, Vavilapalli
    Kumar, Muniganti Naveen
    Nagireddy, Attunuri
    Reddy, Maddi Sridhar
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (11) : 1770 - 1776
  • [44] Synthesis of Highly Fused Pyrano[2,3-b]pyridines via Rh(III)- Catalyzed C-H Activation and Intramolecular Cascade Annulation under Room Temperature
    Han, Xu
    Gao, Feng
    Li, Chunpu
    Fang, Daqing
    Xie, Xiong
    Zhou, Yu
    Liu, Hong
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (10) : 6281 - 6294
  • [45] Rh(III)-Catalyzed Diastereoselective Annulation of Amides with Quinone Monoacetals: Access to Bridged Nine-Membered Heterocycles via C-H Activation
    Yang, Wei
    Dong, Jinhuan
    Wang, Jingyi
    Xu, Xianxiu
    ORGANIC LETTERS, 2017, 19 (03) : 616 - 619
  • [46] Rhodium(III)-Catalyzed C-H Activation: A Cascade Approach for the Regioselective Synthesis of Fused Heterocyclic Lactone Scaffolds
    Kumar, Anil
    Prabhu, Kandikere Ramaiah
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (05) : 3548 - 3559
  • [47] Copper(I)-Mediated Cascade Annulation via Dual C-H/C-H Activation: Access to Benzo[a]carbazolic AEEgens
    Khandelia, Tamanna
    Ghosh, Subhendu
    Panigrahi, Pritishree
    Shome, Rajib
    Ghosh, Siddhartha Sankar
    Patel, Bhisma K.
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (23) : 16948 - 16964
  • [48] Transition Metal-Catalyzed Intermolecular Cascade C-H Activation/Annulation Processes for the Synthesis of Polycycles
    Song, Liangliang
    Van der Eycken, Erik V.
    CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (01) : 121 - 144
  • [49] Rh(III)-Catalyzed Halogenation of Vinylic C-H Bonds: Rapid and General Access to Z-Halo Acrylamides
    Kuhl, Nadine
    Schroeder, Nils
    Glorius, Frank
    ORGANIC LETTERS, 2013, 15 (15) : 3860 - 3863
  • [50] Recent Advances in [Cp*MIII] (M = Co, Rh, Ir)-Catalyzed Intramolecular Annulation Through C-H Activation
    Peneau, Augustin
    Guillou, Catherine
    Chabaud, Laurent
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (42) : 5777 - 5794