Visible-Light-Induced and Iodoform-Promoted Functionalization of Ether with Secondary Sulfonyl Amides

被引:2
|
作者
Zhang, Fengrong [1 ]
Liu, Lanqin [1 ]
Chen, Xiaoyun [2 ]
Hou, Hong [1 ]
Han, Ying [1 ]
Yan, Chaoguo [1 ]
Shi, Yaocheng [1 ]
Zhu, Shaoqun [1 ]
机构
[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225009, Peoples R China
[2] Jiangsu Univ Sci & Technol, Sch Environm & Chem Engn, Zhenjiang 212005, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 89卷 / 01期
基金
中国国家自然科学基金;
关键词
C-H AMINATION; N BOND-FORMATION; HEMIAMINAL ETHERS; ALKYL ETHERS; AZOLES; CYCLIZATION; TETRAZOLES; ADJACENT; STRATEGY;
D O I
10.1021/acs.joc.3c01545
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iodoform-promoted functionalization of ether with secondary sulfonyl amides under visible-light irradiation was developed toward synthesis of hemiaminal skeleton with good to excellent isolated yields. The characterization of the isolated ether and iodoform complex revealed regioselective hydrogen atom transfer to initiate carbon radical formation and enabled the amination reaction with the sulfonamide.
引用
收藏
页码:687 / 691
页数:5
相关论文
共 50 条
  • [41] Visible-light-induced Selective Oxidation of Alcohols
    Zhou, Jinlong
    Liu, Xiaolong
    Fu, Yao
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2020, 41 (11): : 2435 - 2441
  • [42] Visible-light-induced intermolecular aminoselenation of alkenes
    Liu, Gong-Qing
    Zhou, Chen-Fan
    Zhang, Yun-Qian
    Yi, Wei
    Wang, Peng-Fei
    Liu, Ji
    Ling, Yong
    GREEN CHEMISTRY, 2021, 23 (24) : 9968 - 9973
  • [43] Visible-light-induced radical hydrodifluoromethylation of alkenes
    Yu, Jiao
    Lin, Jin-Hong
    Cao, Yu-Cai
    Xiao, Ji-Chang
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (20) : 3580 - 3583
  • [44] Visible-light-induced cyclization of cyclic N-sulfonyl ketimines to N-sulfonamide fused imidazolidines
    Wang, Xiaotong
    Shi, Anzai
    Huang, Xian-Qiang
    Chen, Xiaolan
    Li, Tiesheng
    Qu, Lingbo
    Yu, Bing
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (18) : 3798 - 3802
  • [45] Visible-light-induced photocatalytic difluoroacetylation of imidazopyridines via direct and regioselective C-H functionalization
    Yin, Guojie
    Zhu, Mei
    Fu, Weijun
    JOURNAL OF FLUORINE CHEMISTRY, 2017, 199 : 14 - 19
  • [46] Visible-light-induced photocatalyst-free C-3 functionalization of indoles with diethyl bromomalonate
    Gu, Guangmiao
    Huang, Mengmeng
    Kim, Jung Keun
    Zhang, Jianye
    Li, Yabo
    Wu, Yangjie
    GREEN CHEMISTRY, 2020, 22 (08) : 2543 - 2548
  • [47] Visible light promoted C-H functionalization of imidazoheterocycles
    Bagdi, Avik Kumar
    Hajra, Alakananda
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (14) : 2611 - 2631
  • [48] Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization
    Teng, Lili
    Liu, Xiang
    Guo, Pengfeng
    Yu, Yue
    Cao, Hua
    ORGANIC LETTERS, 2020, 22 (10) : 3841 - 3845
  • [49] Visible-Light Promoted Stereoselective Arylselanyl Functionalization of Alkynes
    Weber, Andressa C. H.
    Coelho, Felipe L.
    Affeldt, Ricardo F.
    Schneider, Paulo H.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (47) : 6738 - 6742
  • [50] Visible-light-induced iron-catalyzed synthesis of N-aryl amides from nitroarenes and chloroalkanes
    Zhang, Qun-Liang
    Liu, Wenxin
    Zhou, Yirong
    Zhang, Fang-Lin
    GREEN CHEMISTRY, 2023, 25 (14) : 5735 - 5740