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 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
  • [22] Ruthenium(II)-Catalyzed C-H/C-H (4+2) Annulation of 2-Aryl-N-heterocycles with Vinylene Carbonate
    Nipate, Dhananjay S.
    Swami, Prakash N.
    Gadekar, Amol B.
    Jangir, Tarun
    Rangan, Krishnan
    Kumar, Anil
    CHEMISTRY-AN ASIAN JOURNAL, 2025, 20 (03)
  • [23] Recent Advances and Strategies for the Transition-Metal-Catalyzed C-H Functionalization of N-Nitrosoanilines
    Chaudhary, Priyanka
    Kandasamy, Jeyakumar
    Macabeo, Allan Patrick G.
    Tamargo, Ramuel John Inductivo
    Lee, Yong Rok
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (08) : 2037 - 2060
  • [24] Cobalt Catalyzed C-H and N-H Bond Annulation of Sulfonamide with Terminal and Internal Alkynes
    Kalsi, Deepti
    Sundararaju, Basker
    ORGANIC LETTERS, 2015, 17 (24) : 6118 - 6121
  • [25] Recent Advances in Ruthenium(II)-Catalyzed C-H Bond Activation and Alkyne Annulation Reactions
    Duarah, G.
    Kaishap, P. P.
    Begum, T.
    Gogoi, S.
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (04) : 654 - 672
  • [26] Rhodium(III)-Catalyzed Regioselective C-H Annulation and Alkenylation of 2-Pyridones with Terminal Alkynes
    Li, Jiajie
    Xu, Xin
    Luo, Zhenli
    Yao, Zhen
    Yang, Ji
    Zhang, Xin
    Xu, Lijin
    Wang, Peng
    Shi, Qian
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (07) : 1264 - 1270
  • [27] Rh(iii)-Catalyzed -fluoroalkenylation of N-nitrosoanilines with 2,2-difluorovinyl tosylates via C-H bond activation
    Tian, Miaomiao
    Yang, Xifa
    Zhang, Bo
    Liu, Bingxian
    Li, Xingwei
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (23): : 3406 - 3409
  • [28] Palladium-catalyzed ortho-acyloxylation of N-nitrosoanilines via direct sp2 C-H bond activation
    Li, Dan-Dan
    Cao, Yi-Xuan
    Wang, Guan-Wu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (25) : 6958 - 6964
  • [29] Synthesis of pyrazolo[5,1-a]isoquinolines via C-H/N-H annulation of pyrazoles and alkynes with ruthenium(II) catalysts
    Singh, Keisham Sarjit
    Goankar, Ramila R.
    Banerjee, Kushal
    Kaminsky, Werner
    MONATSHEFTE FUR CHEMIE, 2023, 154 (08): : 905 - 914
  • [30] Chemoselective Peptide Backbone Diversification and Bioorthogonal Ligation by Ruthenium-Catalyzed C-H Activation/Annulation
    Song, Liangliang
    Ojeda-Carralero, Gerardo M.
    Parmar, Divyaakshar
    Gonzalez-Martinez, David A.
    Van Meervelt, Luc
    Van Der Eycken, Johan
    Goeman, Jan
    Rivera, Daniel G.
    Van der Eycken, Erik V.
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (13) : 3297 - 3304
12345