Rh-Catalyzed gem-Difluoroallylation of N-Tosylhydrazones

被引：1
作者：
Wang Jiazhuang [1 ]
Teng Liguo [1 ]
Xiong Shaoqi [1 ]
Xiao Tiebo [1 ]
Jiang Yubo [1 ]
机构：
[1] Kunming Univ Sci & Technol, Fac Sci, Kunming 650500, Yunnan, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 42卷 / 11期
基金：
中国国家自然科学基金;
关键词：
N-tosylhydrazones; 3,3-difluoroallyl sulfides; Rh-catalysis; gem-difluoroallylation; CROSS-COUPLING REACTIONS; ALPHA-DIAZO ESTERS; TERMINAL ALKYNES; MEDIATED TRIFLUOROMETHYLATION; VERSATILE REAGENTS; DIRECT ALKYLATION; TMSCF3; DIFLUOROOLEFINATION; DIAZOESTERS; FLUORINE;
D O I：
10.6023/cjoc202205054
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A rhodium-catalyzed rearrangement reaction of N-tosylhydrazones and 3,3-difluoroallyl sulfides was developed. This protocal provided a facile and efficient synthesis route to gem-difluoroallyl compounds with medium to excellent yield and good functional group tolerance. Moreover, the applicability of current method has been demonstrated by one-pot reaction, gram-scale synthesis and further transformations.
引用
收藏
页码：3658 / 3667
页数：10
相关论文
共 72 条
  • [71] Palladium-Catalyzed Oxidative Cross-Coupling of N-Tosylhydrazones or Diazoesters with Terminal Alkynes: A Route to Conjugated Enynes
    Zhou, Lei
    Ye, Fei
    Ma, Jiachen
    Zhang, Yan
    Wang, Jianbo
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (15) : 3510 - 3514
  • [72] CuBr-Catalyzed Coupling of N-Tosylhydrazones and Terminal Alkynes: Synthesis of Benzofurans and Indoles
    Zhou, Lei
    Shi, Yi
    Xiao, Qing
    Liu, Yizhou
    Ye, Fei
    Zhang, Yan
    Wang, Jianbo
    [J]. ORGANIC LETTERS, 2011, 13 (05) : 968 - 971
12345678