N-Tosylhydrazones: versatile reagents for metal-catalyzed and metal-free cross-coupling reactions

被引：556
|
作者：
Shao, Zhihui [1 ,2 ,3 ]
Zhang, Hongbin [3 ]
机构：
[1] Yunnan Univ Nationalities, Key Lab Ethn Med Resource Chem, State Ethn Affairs Commiss, Kunming 650031, Yunnan, Peoples R China
[2] Yunnan Nationalities Univ, Minist Educ, Kunming 650031, Yunnan, Peoples R China
[3] Yunnan Univ, Key Lab Med Chem Nat Resource, Sch Chem Sci & Technol, Minist Educ, Kunming 650091, Yunnan, Peoples R China
来源：
CHEMICAL SOCIETY REVIEWS | 2012年 / 41卷 / 02期
基金：
中国国家自然科学基金;
关键词：
ALPHA-DIAZOCARBONYL COMPOUNDS; ARYL HALIDES SYNTHESIS; CARBENE INSERTION; STEREOSELECTIVE-SYNTHESIS; CARBONYL-COMPOUNDS; ARYLBORONIC ACIDS; BENZYL BROMIDES; BORONIC ACIDS; VINYL HALIDES; DIAZOESTERS;
D O I：
10.1039/c1cs15127d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Transition metal-catalyzed cross-coupling reactions have been established as one of the most powerful tools for the construction of C-C and C-X bonds. In this context, the development of novel metal-catalyzed cross-coupling processes that do not require stoichiometric organometallic reagents is particularly attractive. Recently, N-tosylhydrazones have emerged as a new type of versatile coupling partners for transition metal-catalyzed cross-coupling reactions as well as metal-free cross-coupling reactions, and have attracted increasing attention. This tutorial review summarizes recent important developments in this area with N-tosylhydrazones as versatile coupling partners.
引用
收藏
页码：560 / 572
页数：13
相关论文
共 50 条
  • [1] An Update of N -Tosylhydrazones: Versatile Reagents for Metal-Catalyzed and Metal-Free Coupling Reactions
    Wang, Hui
    Deng, Yu-Hua
    Shao, Zhihui
    [J]. SYNTHESIS-STUTTGART, 2018, 50 (12): : 2281 - 2306
  • [2] Alkene Synthesis Through Transition Metal-Catalyzed Cross-Coupling of N-Tosylhydrazones
    Zhang, Yan
    Wang, Jianbo
    [J]. STEREOSELECTIVE ALKENE SYNTHESIS, 2012, 327 : 239 - 269
  • [3] Tosylhydrazones: New Uses for Classic Reagents in Palladium-Catalyzed Cross-Coupling and Metal-Free Reactions
    Barluenga, Jose
    Valdes, Carlos
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) : 7486 - 7500
  • [4] Recent Advances in Transition-Metal-Catalyzed Cross-Coupling Reactions With N-Tosylhydrazones
    Qiu, Di
    Mo, Fanyang
    Zhang, Yan
    Wang, Jianbo
    [J]. ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 67, 2017, 67 : 151 - 219
  • [5] Transition-Metal-Catalyzed Cross-Coupling Reaction with N-Tosylhydrazones
    Liu, Zhenxing
    Zhang, Yan
    Wang, Jianbo
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (04) : 687 - 692
  • [6] N-tosylhydrazones as reagents for cross-coupling reactions:: A route to polysubstituted olefins
    Barluenga, José
    Moriel, Patricia
    Valdes, Carlos
    Aznar, Fernando
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) : 5587 - 5590
  • [7] Diazo Compounds and N-Tosylhydrazones: Novel Cross-Coupling Partners in Transition-Metal-Catalyzed Reactions
    Xiao, Qing
    Zhang, Yan
    Wang, Jianbo
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (02) : 236 - 247
  • [8] Metal-free cross-coupling reactions of radiofluorinated tosylhydrazones with different nucleophiles
    Zarrad, Fadi
    Urusova, Elizaveta
    Zlatopolskiy, Boris
    Neumaier, Bernd
    [J]. JOURNAL OF NUCLEAR MEDICINE, 2016, 57
  • [9] Transition metal-catalyzed cross-coupling reactions using organoindium reagents
    Zhao, Kai
    Shen, Liang
    Shen, Zhi-Liang
    Loh, Teck-Peng
    [J]. CHEMICAL SOCIETY REVIEWS, 2017, 46 (03) : 586 - 602
  • [10] Transition-Metal-Catalyzed Cross-Coupling with Ketones or Aldehydes via N-Tosylhydrazones
    Xia, Ying
    Wang, Jianbo
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (24) : 10592 - 10605
12345