Rhodium(III)-catalyzed oxidative annulation of N-arylbenzamidines with maleimides via dual C-H activation

被引：7
|
作者：
Sankaram, G. Siva [1 ,3 ]
Sahoo, Tanmoy [1 ,3 ]
Sridhar, B. [2 ]
Reddy, B. V. Subba [1 ]
机构：
[1] CSIR Indian Inst Chem Technol, Fluoroagrochem, Hyderabad, India
[2] CSIR Indian Inst Chem Technol, Lab X ray Crystallog, Hyderabad, India
[3] Acad Sci & Innovat Res AcSIR, Ghaziabad, UP, India
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 08期
关键词：
FUNCTIONALIZATION; AMIDINES; HETEROCYCLES; IMIDAZOLES; IMIDAMIDES;
D O I：
10.1039/d2ob01972h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An oxidative annulation of N-arylbenzimidamides with maleimides has been developed for the first time using a catalytic amount of the [Cp*RhCl2](2) complex for the synthesis of a diverse range of 1H-benzo[4,5]imidazo[2,1-a]pyrrolo[3,4-c]isoquinoline-1,3(2H)-dione derivatives. This method is versatile and atom-economical for producing polycyclic benzo[4,5]imidazo[2,1-a]pyrrolo[3,4-c] isoquinoline-1,3(2H)-dione scaffolds in a single step.
引用
收藏
页码：1719 / 1724
页数：6
相关论文
共 50 条
  • [31] Exploring a unique reactivity of N-heterocyclic carbenes (NHC) in rhodium(III)-catalyzed intermolecular C-H activation/annulation
    Ghorai, Debasish
    Choudhury, Joyanta
    CHEMICAL COMMUNICATIONS, 2014, 50 (96) : 15159 - 15162
  • [32] Rhodium(iii)-catalyzed C-H activation at the C4-position of indole: switchable hydroarylation and oxidative Heck-type reactions of maleimides
    Sherikar, Mahadev Sharanappa
    Kapanaiah, Raja
    Lanke, Veeranjaneyulu
    Prabhu, Kandikere Ramaiah
    CHEMICAL COMMUNICATIONS, 2018, 54 (79) : 11200 - 11203
  • [33] Palladium-Catalyzed [3+2] Annulation of Aromatic Amides with Maleimides through Dual C-H Activation
    Naskar, Gouranga
    Jeganmohan, Masilamani
    ORGANIC LETTERS, 2023, 25 (13) : 2190 - 2195
  • [34] Rhodium(III)-catalyzed cascade oxidative annulation reactions of aryl imidazolium salts with alkynes involving multiple C-H bond activation
    Ge, Qingmei
    Li, Bin
    Song, Haibin
    Wang, Baiquan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (28) : 7695 - 7710
  • [35] Construction of Isoquinolone Scaffolds on DNA via Rhodium(III)-Catalyzed C-H Activation
    Ye, Yusong
    Berry, Madeline
    Bock, William J.
    Cheng, Kunpeng
    Nair, Sajiv K.
    Park, Christiana S.
    Patman, Ryan L.
    Sakata, Sylvie
    Tran-Dube, Michelle
    Donaldson, Joyann S.
    Yang, Guanyu
    Liu, Guansai
    ORGANIC LETTERS, 2024, 26 (16) : 3338 - 3342
  • [36] Rhodium(III)-Catalyzed Synthesis of Naphthols via C-H Activation of Sulfoxonium Ylides
    Xu, Youwei
    Yang, Xifa
    Zhou, Xukai
    Kong, Lingheng
    Li, Xingwei
    ORGANIC LETTERS, 2017, 19 (16) : 4307 - 4310
  • [37] Synthesis of 3-Methyleneisoindolin-1-ones via Rhodium(III)-Catalyzed C-H/N-H Activation and Annulation of N-Methoxybenzamides with Potassium Vinyltrifluoroborate
    Kumar, Vikash
    Gandeepan, Parthasarathy
    CHEMISTRY-AN ASIAN JOURNAL, 2024, 19 (22)
  • [38] Oxidative C-H/C-H Annulation of Imidazopyridines and Indazoles through Rhodium-Catalyzed Vinylene Transfer
    Ghosh, Koushik
    Nishii, Yuji
    Miura, Masahiro
    ORGANIC LETTERS, 2020, 22 (09) : 3547 - 3550
  • [39] Rhodium-Catalyzed C-H Activation/Annulation of N-Aryl-pyrazolidinones with Vinylene Carbonate
    Huang, Gao
    Yu, Jin-Tao
    Pan, Changduo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (19)
  • [40] Rhodium(III)-Catalyzed [4+2] Annulation of N-Arylbenzamidines with Propargyl Alcohols: Highly Regioselective Synthesis of 1-Aminoisoquinolines Controlled by Noncovalent Interaction
    Ren, Jie
    Pi, Chao
    Cui, Xiuling
    Wu, Yangjie
    ORGANIC LETTERS, 2021, 23 (17) : 6628 - 6632
12345