Transition metal-catalyzed C-C bond formation via C-S bond cleavage: an overview

被引:350
|
作者
Modha, Sachin G. [1 ]
Mehta, Vaibhav P. [2 ]
Van der Eycken, Erik V. [1 ]
机构
[1] Univ Leuven KU Leuven, Dept Chem, Lab Organ Microwave Assisted Chem LOMAC, B-3001 Leuven, Belgium
[2] Univ Manchester, Sch Chem, Oxford M13 9PL, England
关键词
CROSS-COUPLING REACTION; ARYL SULFINIC ACIDS; HECK-TYPE REACTION; DIRECT ESI-MS; CARBON-CARBON; ARYLSULFONYL HYDRAZIDES; DESULFITATIVE ARYLATION; BORONIC ACIDS; GRIGNARD-REAGENTS; KETONE SYNTHESIS;
D O I
10.1039/c3cs60041f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Transition metal-catalyzed C-C bond formations have been well studied over the last four decades. An improved mechanistic understanding of such reactions has helped chemists to develop further improvements, modifications and even new reactions. In the area of transition metal-catalyzed cross-coupling reactions the C-S bond cleaving reactions have attracted a lot of attention in the last decade as they provide a good alternative to the use of organo-halide reagents in traditional cross-coupling reactions. The availability of a wide range of organo-sulfur species provides the opportunity for developing different transformations for the synthesis of interesting organic compounds. This tutorial review focuses on recent examples of the transition metal-catalyzed C-C bond forming reactions using organo-sulfur species.
引用
收藏
页码:5042 / 5055
页数:14
相关论文
共 50 条
  • [31] Transition-Metal-Catalyzed C-S Bond Coupling Reaction
    Lee, Chin-Fa
    Liu, Yi-Chen
    Badsara, Satpal Singh
    CHEMISTRY-AN ASIAN JOURNAL, 2014, 9 (03) : 706 - 722
  • [32] Intramolecular cycloisomerization of a propanes via NHC palladium-catalyzed cascade C-C bond cleavage/C-H activation/C-C bond formation
    Yang, Yewei
    Huang, Xian
    SYNLETT, 2008, (09) : 1366 - 1370
  • [33] Palladium-Catalyzed C-C Bond Formation of Arylhydrazines with Olefins via Carbon-Nitrogen Bond Cleavage
    Zhu, Ming-Kui
    Zhao, Jun-Feng
    Loh, Teck-Peng
    ORGANIC LETTERS, 2011, 13 (23) : 6308 - 6311
  • [34] Catalytic C-C Bond Formation by C-H Functionaliza C-C Bond Cleavage Preface
    Dong, Guangbin
    TETRAHEDRON, 2016, 72 (22) : 2717 - 2717
  • [35] Iron(III)-Catalyzed Aerobic Oxidation and Cleavage/Formation of a C-S Bond
    Shi, Xiaokang
    Ren, Xiaoyu
    Ren, Zhiyong
    Li, Jian
    Wang, Yuling
    Yang, Sizhuo
    Gu, Jixiang
    Gao, Qiang
    Huang, Guosheng
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (23) : 5083 - 5088
  • [36] Lactone formation by rhodium-catalyzed C-C bond cleavage of cyclobutanone
    Murakami, M
    Tsuruta, T
    Ito, Y
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2000, 39 (14) : 2484 - +
  • [37] Lactone formation by rhodium-catalyzed C-C bond cleavage of cyclobutanone
    Murakami, Masahiro
    Tsuruta, Takuo
    Ito, Yoshihiko
    Angewandte Chemie (International Edition in English), 2000, 39 (14): : 2484 - 2486
  • [38] Rhodium-catalyzed alkenylation of allylbenzenes via C-C bond cleavage
    Kakiuchi, Fumitoshi
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [39] Ni-catalyzed C-S bond construction and cleavage
    Huang, Su
    Wang, Ming
    Jiang, Xuefeng
    CHEMICAL SOCIETY REVIEWS, 2022, 51 (19) : 8351 - 8377
  • [40] TRANSITION-METAL-MEDIATED C-S BOND-CLEAVAGE REACTIONS
    LUH, TY
    NI, ZJ
    SYNTHESIS-STUTTGART, 1990, (02): : 89 - 103