Transition metal-catalyzed C-H functionalization of N-oxyenamine internal oxidants

被引:495
|
作者
Huang, Huawen [1 ,2 ]
Ji, Xiaochen [1 ,2 ]
Wu, Wanqing [1 ]
Jiang, Huanfeng [1 ]
机构
[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China
[2] Xiangtan Univ, Coll Chem, Minist Educ, Key Lab Environm Friendly Chem & Applicat, Xiangtan 411105, Peoples R China
基金
中国国家自然科学基金;
关键词
EFFICIENT SYNTHESIS; OXIME ACETATES; O BOND; RHODIUM(III)-CATALYZED SYNTHESIS; REGIOSELECTIVE SYNTHESIS; ISOQUINOLONE SYNTHESIS; ALKYNES SYNTHESIS; CYCLIZATION; ACTIVATION; PHENOXYACETAMIDES;
D O I
10.1039/c4cs00288a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The transition metal-catalyzed C-H functionalization with hydroxylamine derivatives serving as both reactants and internal oxidants has attracted a lot of interest. These reactions obviate the need for external oxidants and therefore result in high reactivity and selectivity, as well as excellent functional group tolerance under mild reaction conditions, and moreover, water, methanol or carboxylic acid is generally released as the by-product, thus leading to reduced waste. This review focuses on the transition metal-catalyzed oxidative C-H functionalization of N-oxyenamine internal oxidants, with an emphasis on the scope and limitations, as well as the mechanisms of these reactions.
引用
收藏
页码:1155 / 1171
页数:17
相关论文
共 50 条
  • [21] Transition Metal-Catalyzed Functionalization of Polyolefins Containing C-C, C=C, and C-H Bonds
    Mohanty, Angela D.
    Bae, Chulsung
    ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 64, 2015, 64 : 1 - 39
  • [22] Reaching Green: Heterocycle Synthesis by Transition Metal-Catalyzed C-H Functionalization in Sustainable Medium
    Santhoshkumar, Rajagopal
    Cheng, Chien-Hong
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (40) : 9366 - 9384
  • [23] Transition metal-catalyzed site- and regio-divergent C-H bond functionalization
    Ping, Lucy
    Chung, Da Sol
    Bouffard, Jean
    Lee, Sang-gi
    CHEMICAL SOCIETY REVIEWS, 2017, 46 (14) : 4299 - 4328
  • [24] Synthesis of rhazinicine by a metal-catalyzed C-H bond functionalization strategy
    Beck, Elizabeth M.
    Hatley, Richard
    Gaunt, Matthew J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (16) : 3004 - 3007
  • [25] Metal-Catalyzed C-H Functionalization Processes with "Click"-Triazole Assistance
    Guerrero, Itziar
    Correa, Arkaitz
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (44) : 6034 - 6049
  • [26] Postassembly Modifications of Peptides via Metal-Catalyzed C-H Functionalization
    Tong, Hua-Rong
    Li, Bo
    Li, Guoxing
    He, Gang
    Chen, Gong
    CCS CHEMISTRY, 2021, 3 (03): : 1797 - 1820
  • [27] Metal-catalyzed functionalization of sp3 C-H bond
    Yun, Sang Young
    Wang, Kung-Pern
    Mamidipalli, Phani
    Lee, Nam-Kyu
    Lee, Daesung
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [28] Experimental and theoretical studies: Selective metal-catalyzed C-H functionalization
    Neufeldt, Sharon
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [30] Reaction exploration for transition metal-catalyzed C-H activation
    Dewyer, Amanda
    Zimmerman, Paul
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251