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
来源：
RSC ADVANCES | 2021年 / 11卷 / 21期
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
  • [31] Rhodium(III)-catalyzed oxidative annulation of N-arylbenzamidines with maleimides via dual C-H activation
    Sankaram, G. Siva
    Sahoo, Tanmoy
    Sridhar, B.
    Reddy, B. V. Subba
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (08) : 1719 - 1724
  • [32] N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C-H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes
    Villar, Jose M.
    Suarez, Jaime
    Varela, Jesus A.
    Saa, Carlos
    ORGANIC LETTERS, 2017, 19 (07) : 1702 - 1705
  • [33] Annulation of Hydrazones and Alkynes via Rhodium(III)-Catalyzed Dual C-H Activation: Synthesis of Pyrrolopyridazines and Azolopyridazines
    Streit, Andrew D.
    Zoll, Adam J.
    Hoang, Gia L.
    Ellman, Jonathan A.
    ORGANIC LETTERS, 2020, 22 (03) : 1217 - 1221
  • [34] Rh-Catalyzed Cascade C-H Activation/Annulation of N-Hydroxybenzamides and Propargylic Acetates for Modular Access to Isoquinolones
    Fang, Taibei
    Zhang, Shiwen
    Ye, Qingqing
    Kong, Shuwen
    Yang, Tingting
    Tang, Kaijie
    He, Xinwei
    Shang, Yongjia
    MOLECULES, 2022, 27 (23):
  • [35] Recent advances in the Rh-catalyzed cascade arene C-H bond activation/annulation toward diverse heterocyclic compounds
    Wang, Chang
    Chen, Fan
    Qian, Pengcheng
    Cheng, Jiang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (08) : 1705 - 1721
  • [36] Cobalt(III)-Catalyzed C-H Activation/Annulation Cascade Reaction of N -Chlorobenzamides with 2-Acetylenic Ketones at Room Temperature
    Wu, Zhouping
    Zheng, Qinwen
    Lv, Guanghui
    Lai, Ruizhi
    Hu, Yao
    Hai, Li
    Wu, Yong
    SYNTHESIS-STUTTGART, 2022, 54 (14): : 3289 - 3297
  • [37] Rh(iii)-catalyzed C-H annulation of sulfoxonium ylides with iodonium ylides towards isocoumarins
    Yin, Chuanliu
    Li, Lianghao
    Yu, Chuanming
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (05) : 1112 - 1116
  • [38] Rh(III)-Catalyzed Regioselective Functionalization of C-H Bonds of Naphthylcarbamates for Oxidative Annulation with Alkynes
    Zhang, Xuan
    Si, Weili
    Bao, Ming
    Asao, Naoki
    Yamamoto, Yoshinori
    Jin, Tienan
    ORGANIC LETTERS, 2014, 16 (18) : 4830 - 4833
  • [39] 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
  • [40] Rh(iii)-catalyzed diastereoselective cascade annulation of enone-tethered cyclohexadienones via C(sp2)-H bond activation
    Jadhav, Sandip B.
    Maurya, Sundaram
    Navaneetha, N.
    Chegondi, Rambabu
    CHEMICAL COMMUNICATIONS, 2021, 57 (99) : 13598 - 13601
12345