Addition of a sulfur-stabilized radical to electron-deficient alkenes via phenyl selenide transfer

被引：19
|
作者：
Byers, JH
Whitehead, CC
Duff, ME
机构：
[1] Dept. of Chemistry and Biochemistry, Middlebury College, Middlebury
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 16期
基金：
美国国家科学基金会;
关键词：
D O I：
10.1016/0040-4039(96)00419-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Photolysis of 2-phenylseleno-1,3-dithiane in the presence of electron-deficient alkenes led to formation of addition products. These reactions illustrate the second reported case of radical atom transfer addition arising from a heteroatom-stabilized radical. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码：2743 / 2744
页数：2
相关论文
共 50 条
  • [31] Samarium(III) triflate catalyzed conjugate addition of amines to electron-deficient alkenes
    Yadav, J. S.
    Reddy, A. Ramesh
    Rao, Y. Gopal
    Narsaiah, A. V.
    Reddy, B. V. Subba
    SYNTHESIS-STUTTGART, 2007, (22): : 3447 - 3450
  • [32] Diastereoselective cyclopropanation of electron-deficient alkenes via metal glycal carbenes
    Otto, Frank
    Doetz, Karl Heinz
    SYNTHESIS-STUTTGART, 2008, (14): : 2183 - 2190
  • [33] Regioselective radical hydroboration of electron-deficient alkenes: synthesis of α-boryl functionalized molecules
    Huang, Yun-Shuai
    Wang, Jie
    Zheng, Wan-Xin
    Zhang, Feng-Lian
    Yu, You-Jie
    Zheng, Min
    Zhou, Xiaoguo
    Wang, Yi-Feng
    CHEMICAL COMMUNICATIONS, 2019, 55 (79) : 11904 - 11907
  • [34] Arylsilylation of Electron-Deficient Alkenes via Cooperative Photoredox and Nickel Catalysis
    Zhang, Zhikun
    Hu, Xile
    ACS CATALYSIS, 2020, 10 (01): : 777 - 782
  • [35] Highly efficient and stereoselective radical addition of tertiary amines to electron-deficient alkenes - Application to the enantioselective synthesis of necine bases
    Bertrand, S
    Hoffmann, N
    Pete, JP
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2000, 2000 (12) : 2227 - 2238
  • [36] HOMOLYTIC REACTIONS OF LIGATED BORANES .9. OVERALL ADDITION OF ALKANES TO ELECTRON-DEFICIENT ALKENES BY A RADICAL CHAIN MECHANISM
    BABAN, JA
    ROBERTS, BP
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (07): : 1195 - 1200
  • [37] Photocatalyzed Three-Component Difluoroalkyl-Halogenation of Electron-Deficient Alkenes via a Halogen α-Nucleophilic Addition
    Liu, Xiaoxiao
    Chao, Di
    Liu, Qingfeng
    Ma, Yingchao
    Zhang, Zhiguo
    Liu, Tongxin
    Zhang, Xingjie
    Zhang, Guisheng
    CHEMISTRY-A EUROPEAN JOURNAL, 2025,
  • [38] 4-Dimethylaminopyridine-Boryl Radical Promoted Regioselective Radical Hydroboration of Electron-Deficient Alkenes
    Huang, Yunshuai
    Jin, Xiaohui
    Zhang, Fenglian
    Wang, Yifeng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (05) : 1957 - 1967
  • [39] Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes
    Ye, Shengqing
    Zheng, Danqing
    Wu, Jie
    Qiu, Guanyinsheng
    CHEMICAL COMMUNICATIONS, 2019, 55 (15) : 2214 - 2217
  • [40] Semiconductors as sensitisers for the radical addition of tertiary amines to electron deficient alkenes
    Marinkovic, S
    Hoffmann, N
    INTERNATIONAL JOURNAL OF PHOTOENERGY, 2003, 5 (03) : 175 - 182
12345