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

被引:566
|
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
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
  • [31] Monodentate Trialkylphosphines: Privileged Ligands in Metal-catalyzed Cross-coupling Reactions
    Shaughnessy, Kevin H.
    CURRENT ORGANIC CHEMISTRY, 2020, 24 (03) : 231 - 264
  • [32] Symmetrical bisquinolones via metal-catalyzed cross-coupling and homocoupling reactions
    Hashim, J
    Glasnov, TN
    Kremsner, JM
    Kappe, CO
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (04): : 1707 - 1710
  • [33] Functionalization of indazoles by means of transition metal-catalyzed cross-coupling reactions
    El Kazzouli, Said
    Guillaumet, Gerald
    TETRAHEDRON, 2016, 72 (43) : 6711 - 6727
  • [34] Transition-Metal-Catalyzed Cross-Coupling Reactions of Grignard Reagents
    Juhasz, Kinga
    Magyar, Agnes
    Hell, Zoltan
    SYNTHESIS-STUTTGART, 2021, 53 (06): : 983 - 1002
  • [35] Construction of 18F-labeled molecules via metal-free cross-coupling reactions of radiofluorinated tosylhydrazones
    Zarrad, Fadi
    Zlatopolskiy, Boris D.
    Urusova, Elizaveta A.
    Neumaier, Bernd
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2015, 58 : S242 - S242
  • [36] Achieving Site Selectivity in Metal-Catalyzed Electron-Rich Carbene Transfer Reactions from N-Tosylhydrazones
    Su, Naijing
    Deng, Tianning
    Wink, Donald J.
    Driver, Tom G.
    ORGANIC LETTERS, 2017, 19 (15) : 3990 - 3993
  • [37] Metal-Catalyzed Coupling of N-Tosylhydrazones with Compounds Containing C-H/Heteroatom-H Bonds
    Singh, Ajaya K.
    Asthana, Anupama
    Ravi, Rangnath
    Jha, Abadh Kishor
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 13 (09)
  • [38] Transition metal-catalyzed cross-coupling reactions toward the synthesis of glycomimetics.
    Roy, R
    Schmor, BJ
    Dominique, R
    Liu, BC
    Hernandez-Mateo, F
    Juarez-Ruiz, JM
    Das, SK
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U252 - U252
  • [39] Incorporation of a cyclobutyl substituent in molecules by transition metal-catalyzed cross-coupling reactions
    Cossy, Janine
    Polak, Peter
    Ruer, Paul C.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (38) : 7529 - 7553
  • [40] Asymmetric transition metal-catalyzed cross-coupling reactions for the construction of tertiary stereocenters
    Swift, Elizabeth C.
    Jarvo, Elizabeth R.
    TETRAHEDRON, 2013, 69 (29) : 5799 - 5817