Ruthenium(II)-Catalyzed C-H Bond [3+2] Annulation of N-Nitrosoanilines with Alkynes in Water

被引：14
|
作者：
Chen, Xun [1 ]
Cui, Xue [1 ]
Bai, Lili [1 ]
Wang, Ying [1 ]
Xie, Ying [2 ]
Wang, Shuojin [1 ]
Zhai, Ruirui [1 ]
Zhao, Ke [1 ]
Kong, Dulin [1 ]
Li, Youbin [1 ]
机构：
[1] Hainan Med Univ, Sch Pharm, Hainan Key Lab Res & Dev Trop Herbs, Haikou 571199, Hainan, Peoples R China
[2] Sichuan Univ Sci & Engn, Sch Chem & Environm Engn, Zigong 643000, Peoples R China
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 8卷 / 12期
基金：
中国国家自然科学基金; 海南省自然科学基金;
关键词：
ruthenium; C-H activation; annulation; water; indoles; EFFICIENT SYNTHESIS; INDOLE SYNTHESIS; ORGANIC-SYNTHESIS; ACTIVATION; FUNCTIONALIZATION; DERIVATIVES; CYCLIZATION; AMIDATION; ACCESS; AGENTS;
D O I：
10.1002/ajoc.201900553
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient Ru-II-catalyzed C-H bond redox-neutral annulation of N-nitrosoanilines with alkynes by employing water as the solvent has been developed. This transformation provides an easy and robust protocol for the synthesis of indoles with a broad range of functional group tolerance and excellent regioselectivity.
引用
收藏
页码：2209 / 2212
页数：4
相关论文
共 50 条
  • [21] Ruthenium(II)-Catalyzed C-H Bond Activation and Functionalization
    Arockiam, Percia Beatrice
    Bruneau, Christian
    Dixneuf, Pierre H.
    CHEMICAL REVIEWS, 2012, 112 (11) : 5879 - 5918
  • [22] Electrochemistry-enabled Ir-catalyzed C-H/N-N bond activation facilitates [3+2] annulation of phenidones with propiolates
    Zhao, Lulu
    Yang, Jianjing
    Yan, Kelu
    Cheng, Xingda
    Xiao, Ziyang
    Wen, Jiangwei
    CHEMICAL COMMUNICATIONS, 2025, 61 (10) : 2079 - 2082
  • [23] Theoretical Investigations of Palladium-Catalyzed [3+2] Annulation via Benzylic and meta C-H Bond Activation
    Yoshimoto, Rie
    Taborosi, Attila
    He, Qiyuan
    Ano, Yusuke
    Chatani, Naoto
    Mori, Seiji
    CHEMISTRY-AN ASIAN JOURNAL, 2023, 18 (18)
  • [24] Ruthenium(II)-Catalyzed Oxidative Annulation of Imidazo[1,5-a]quinolin-2-iums Salts and Internal Alkynes via C-H Bond Activation
    Konwar, Monuranjan
    Hazarika, Nitumoni
    Sarmah, Bikash Kumar
    Das, Animesh
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (33)
  • [25] Palladium-Catalyzed [3+2]-C C/N C Bond-Forming Annulation
    Liu, Yang
    Mao, Zhongyi
    Pradal, Alexandre
    Huang, Pei-Qiang
    Oble, Julie
    Poli, Giovanni
    ORGANIC LETTERS, 2018, 20 (13) : 4057 - 4061
  • [26] Regioselective Cobalt(II) Catalyzed C-H Functionalization and [3+2] Annulation of N-Arylguanidines with 1,3-Diynes
    Parihar, Harish
    Yadav, Pooja
    Thirupathi, Natesan
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (11): : 7376 - 7393
  • [27] Ru(II)-Catalyzed C-H activation and annulation of salicylaldehydes with monosubstituted and disubstituted alkynes
    Baruah, Swagata
    Kaishap, Partha Pratim
    Gogoi, Sanjib
    CHEMICAL COMMUNICATIONS, 2016, 52 (88) : 13004 - 13007
  • [28] Palladium(II)-catalyzed oxidative annulation of alkenylindoles with alkynes initiated by C-H activation
    Su, Tao
    Han, Xiuling
    Lu, Xiyan
    TETRAHEDRON LETTERS, 2014, 55 (01) : 27 - 30
  • [29] Cp*Co(III)-catalyzed vinylic C-H bond activation under mild conditions: expedient pyrrole synthesis via (3+2) annulation of enamides and alkynes
    Lade, Dhanaji M.
    Pawar, Amit B.
    ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (07): : 836 - 840
  • [30] Ruthenium(II)-Catalyzed Dearomatized C-H Activation and Annulation Reaction of Vinylnaphthols with Alkynes: Access to Spiro-Pentacyclic Naphthalenones
    Duarah, Gauri
    Kaishap, Partha P.
    Sarma, Bipul
    Gogoi, Sanjib
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (40) : 10196 - 10200
12345