Visible-Light-Driven Photocatalyst-Free Deoxygenative Radical Transformation of Alcohols to Oxime Ethers

被引:18
作者
Bao, Wen-Hui [1 ]
Wu, Xuesong [1 ]
机构
[1] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, Hubei Key Lab Bioinorgan Chem & Mat Med, Wuhan 430074, Peoples R China
基金
中国国家自然科学基金;
关键词
ACYLATION APPROACH; CARBOXYLIC-ACIDS; CONVERSION; FENPYROXIMATE; ALKENYLATION; ESTERS;
D O I
10.1021/acs.joc.2c03043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible-light-driven deoxygenative cross-coupling of alcohols with sulfonyl oxime ethers has been developed by using xanthate salts as alcohol-activating groups. Upon convenient generation and direct photoexcitation of xanthate anions, a broad range of alcohols including primary ones can efficiently undergo this transformation to afford diverse oxime ethers and derivatives. This one-pot protocol features mild conditions, broad substrate scope, and late-stage applicability, without the need for any external photocatalysts or electron donor-acceptor complex formation.
引用
收藏
页码:3975 / 3980
页数:6
相关论文
共 54 条
  • [51] Electrochemical tandem synthesis of oximes from alcohols using KNO3 as the nitrogen source, mediated by tin microspheres in aqueous medium
    Zhang, Li
    Chen, He
    Zha, Zhenggen
    Wang, Zhiyong
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (52) : 6574 - 6576
  • [52] Zhang W., 2022, CHEM COMMUN, V58
  • [53] Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols
    Zhu, Yuchao
    Huang, Kaimeng
    Pan, Jun
    Qiu, Xu
    Luo, Xiao
    Qin, Qixue
    Wei, Jialiang
    Wen, Xiaojin
    Zhang, Lizhi
    Jiao, Ning
    [J]. NATURE COMMUNICATIONS, 2018, 9
  • [54] Silver-Catalyzed Radical Transformation of Aliphatic Carboxylic Acids to Oxime Ethers
    Zhu, Yuchao
    Wen, Xiaojin
    Song, Song
    Jiao, Ning
    [J]. ACS CATALYSIS, 2016, 6 (10): : 6465 - 6472