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
  • [1] Rh(III)-Catalyzed C-H Annulation of N-Nitrosoanilines with Iodonium Ylides for the Synthesis of N-Alkyl Indoles
    Liu, Chaoshui
    Dai, Qiuzi
    Li, Yaqian
    Huang, Chuhan
    Guo, Lijuan
    Yang, Zi
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (11) : 7281 - 7289
  • [2] Ruthenium(II)-Catalyzed C-H Bond Regioselective [3+2] Annulation of Arylamines with Propargyl Alcohols
    Bai, Lili
    Wang, Ying
    Wang, Shuojin
    Kong, Dulin
    Fu, Yan
    Peng, Deqian
    Wen, Lijun
    Chen, Xun
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (12) : 3242 - 3249
  • [3] Ruthenium(II)-catalyzed N-substituted phthalimide synthesis via C-H activation/[3+2] annulation
    Dong, Xue-Fen
    Fan, Juan
    Shi, Xian-Ying
    Liu, Ke-Yan
    Wang, Peng-Min
    Wei, Jun-Fa
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2015, 779 : 55 - 61
  • [4] Cobalt(II)-Catalyzed Directed C-H Functionalization/[3+2] Annulation of N-Arylguanidines with Alkynes
    Parihar, Harish
    Thirupathi, Natesan
    ORGANIC LETTERS, 2022, : 8098 - 8103
  • [5] Ruthenium catalyzed oxidative annulation with alkynes via cascade C-H/N-H bond functionalizations
    Wang, Rui
    Falck, J. R.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 759 : 33 - 36
  • [6] C-H and N-H Bond Annulation of Benzamides with Isonitriles Catalyzed by Cobalt(III)
    Kalsi, Deepti
    Barsu, Nagaraju
    Dahiya, Pardeep
    Sundararaju, Basker
    SYNTHESIS-STUTTGART, 2017, 49 (17): : 3937 - 3944
  • [7] Ruthenium(II)-Catalyzed C-H Annulation of Aromatic Acids with Alkynes Using Air as the Sole Oxidant in Water
    Wu, Jiaping
    Qian, Baiyang
    Liu, Yanfei
    Shang, Yongjia
    CHEMISTRYSELECT, 2020, 5 (33): : 10269 - 10275
  • [8] 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
  • [9] Ruthenium(II)-Catalyzed C-H Annulation of Mandelic Acids with Internal Alkynes to Construct Isocoumarins
    Li, Shen Min
    Wang, Wang Huai
    Li, Hong Jiang
    Du, Fang
    Cui, Ying Na
    Zhang, Shu Jia
    SYNLETT, 2023, 34 (17) : 2005 - 2010
  • [10] Amidines for Versatile Ruthenium( II)- Catalyzed Oxidative C-H Activations with Internal Alkynes and Acrylates
    Li, Jie
    John, Michael
    Ackermann, Lutz
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (18) : 5403 - 5408
12345