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
  • [11] 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
  • [12] The regioselective annulation of alkylidenecyclopropanes by Rh(iii)-catalyzed C-H/C-C activation to access spirocyclic benzosultams
    Li, Qiuyun
    Yuan, Xin
    Li, Bin
    Wang, Baiquan
    CHEMICAL COMMUNICATIONS, 2020, 56 (12) : 1835 - 1838
  • [13] A Rh(iii)-catalyzed C-H activation/regiospecific annulation cascade of benzoic acids with propargyl acetates to unusual 3-alkylidene-isochromanones
    Li, Jiyuan
    Fang, Feifei
    Wang, Run
    Li, Yuan
    Xu, Bin
    Liu, Hong
    Zhou, Yu
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (14): : 3876 - 3882
  • [14] Sulfoximines Assisted Rh(III)-Catalyzed C-H Activation/Annulation Cascade to Synthesize Highly Fused Indeno-1,2-benzothiazines
    Li, Jian
    Li, Hui
    Fang, Daqing
    Liu, Lingjun
    Han, Xu
    Sun, Jina
    Li, Chunpu
    Zhou, Yu
    Ye, Deju
    Liu, Hong
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (21): : 15217 - 15227
  • [15] Rh(III)-CATALYZED CASCADE C-H ACTIVATION/ANNULATION OF CYCLIC 2-DIAZO-1,3-DIKETONES WITH BENZOYLACETONITRILES TO POLYCYCLIC BENZO[de]CHROMENES
    Yuan, Lili
    Zhang, Lanlan
    Zuo, Youpeng
    Han, Guang
    He, Xinwei
    Shang, Yongjia
    HETEROCYCLES, 2022, 104 (04) : 764 - 775
  • [16] Synthesis of 1-Aminoisoquinolines via Rh(III)-Catalyzed C-H Cascade Annulation of Benzamidines with Iodonium Ylides
    Li, He
    Wu, Baoheng
    Chen, Tao
    Yang, Shuai
    Li, Wangze
    Cao, Shunling
    Du, Zhishuang
    Lu, Ye
    Xu, Ning
    Jin, Xinxin
    Yu, Jiaqi
    Liu, Jinglin
    ORGANIC LETTERS, 2025,
  • [17] Synthesis of Spiropentadiene Pyrazolones by Rh(III)-Catalyzed Formal sp3 C-H Activation/Annulation
    Zheng, Jivan
    Li, Panpan
    Gu, Meng
    Lin, Aijun
    Yao, Hequan
    ORGANIC LETTERS, 2017, 19 (11) : 2829 - 2832
  • [18] Ru(II)- or Rh(III)-Catalyzed Annulation of Aromatic/Vinylic Acids withAlkylidenecyclopropanes via C-H Activation
    Ramesh, Balu
    Jeganmohan, Masilamani
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (09): : 5668 - 5681
  • [19] Rh(III)-catalyzed C-H activation/intramolecular annulation for the synthesis of N-methoxydihydropyrimidin-2-one fused heterocycles
    Huang, Youchun
    Kang, Ke
    Zhong, Xiuwen
    Yu, Yongping
    Chen, Wenteng
    TETRAHEDRON LETTERS, 2023, 115
  • [20] Rh(III)-Catalyzed Cascade Oxidative Olefination/Cyclization of Picolinamides and Alkenes via C-H Activation
    Cai, Shangun
    Chen, Chao
    Shao, Peng
    Xi, Chanjuan
    ORGANIC LETTERS, 2014, 16 (11) : 3142 - 3145
12345