Palladium/copper-catalyzed arylation of alkenes with N′-acyl arylhydrazines

被引:15
|
作者
Zhang, Ji-Quan [1 ]
Cao, Jun [1 ]
Li, Wei [1 ]
Li, Shu-Min [1 ]
Li, Yong-Kang [2 ]
Wang, Jian-Ta [1 ]
Tang, Lei [1 ]
机构
[1] Guizhou Med Univ, Coll Pharm, Guiyang 550004, Peoples R China
[2] Guiyang 1 Middle Sch, Guiyang 550081, Peoples R China
关键词
C-BOND FORMATION; COUPLING REACTIONS; DIAZONIUM SALTS; HECK REACTION; CLEAVAGE; ARYL; OLEFINATION; ACTIVATION; INHIBITORS; ACIDS;
D O I
10.1039/c6nj03718f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel ligand-free palladium/copper-catalyzed Heck-type coupling reaction of alkenes and N' -acyl arylhydrazines has been developed by using air as the terminal oxidant. This protocol features wide functional group tolerance and produces highly chemoselective and regioselective products with good to excellent yields.
引用
收藏
页码:437 / 441
页数:5
相关论文
共 50 条
  • [1] Copper-catalyzed denitrogenative N-arylation of sulfoximines and sulfonamides with arylhydrazines
    Dong, Wanrong
    Liu, Chaoyang
    Ma, Xinchi
    Zhang, Yingjun
    Peng, Zhihong
    Xie, Dexun
    An, Delie
    TETRAHEDRON, 2019, 75 (29) : 3886 - 3893
  • [2] Palladium/Copper-Catalyzed Oxidative Arylation of Terminal Alkenes with Aroyl Hydrazides
    Zhang, Yong-Gang
    Liu, Xiang-Lei
    He, Zeng-Yang
    Li, Xi-Ming
    Kang, Hong-Jian
    Tian, Shi-Kai
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (10) : 2765 - 2769
  • [3] Ligand-free copper-catalyzed denitrogenative arylation of phosphorylamides with arylhydrazines
    Zhu, Qiao
    Che, Shiying
    Luo, Zhenghong
    Zhao, Zijian
    SYNTHETIC COMMUNICATIONS, 2020, 50 (07) : 947 - 957
  • [4] Palladium-Catalyzed Regioselective C-2 Arylation of Benzofurans with N-Acyl Arylhydrazines
    Cao, Jun
    Chen, Zi-Li
    Li, Shu-Min
    Zhu, Gao-Feng
    Yang, Yuan-Yong
    Wang, Cong
    Chen, Wen-Zhang
    Wang, Jian-Ta
    Zhang, Ji-Quan
    Tang, Lei
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (22) : 2774 - 2779
  • [5] The copper-catalyzed N-arylation of indoles
    Antilla, JC
    Klapars, A
    Buchwald, SL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (39) : 11684 - 11688
  • [6] Copper-catalyzed N-arylation of oxindoles
    Phillips, Dean P.
    Hudson, Andrew R.
    Nguyen, Bao
    Lau, Thomas L.
    McNeill, Matthew H.
    Dalgard, Jackline E.
    Chen, Jyun-Hung
    Penuliar, Richard J.
    Miller, Todd A.
    Zhi, Lin
    TETRAHEDRON LETTERS, 2006, 47 (40) : 7137 - 7138
  • [7] Copper-catalyzed N-arylation of Indoles
    Hisana, Kalathingal Nasreen
    Abdulla, Cheriya Mukkolakkol Afsina
    Anilkumar, Gopinathan
    CURRENT ORGANIC CHEMISTRY, 2022, 26 (09) : 857 - 886
  • [8] Copper-Catalyzed N-Arylation of Sulfonimidamides
    Azzaro, Stephane
    Desage-El Murr, Marine
    Fensterbank, Louis
    Lacote, Emmanuel
    Malacria, Max
    SYNLETT, 2011, (06) : 849 - 851
  • [9] Copper-catalyzed N-arylation of pyrroles: an overview
    Hisana, Kalathingal Nasreen
    Afsina, C. M. A.
    Anilkumar, Gopinathan
    NEW JOURNAL OF CHEMISTRY, 2021, 45 (37) : 17061 - 17076
  • [10] Copper-catalyzed N-arylation of imidazoles and benzimidazoles
    Altman, Ryan A.
    Koval, Erica D.
    Buchwald, Stephen L.
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (16): : 6190 - 6199