Addition of trichloromethyl radicals to alkenes: The use of phosphites as hydrogen-atom donors in intermolecular radical reactions

被引：0
|
作者：
Barks, JM
Gilbert, BC
Parsons, AF [1 ]
Upeandran, B
机构：
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
[2] Syngenta, Technol & Projects, Huddersfield HD2 1FF, W Yorkshire, England
来源：
SYNLETT | 2001年 / 11期
关键词：
addition reactions; alkenes; phosphorus; radicals; radical reactions;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Addition of trichloromethyl radicals (generated from BrCCl3 or CCl4) to a variety of alkenes in the presence of hydrogen-atom donors has been explored. The use of phosphites as hydrogen-atom donors was shown to provide a mild, novel and technically clean approach to trichloroalkanes.
引用
收藏
页码：1719 / 1722
页数：4
相关论文
共 50 条
  • [1] Intermolecular atom transfer radical addition of α,α,α-trichloromethyl ketones and alkenes mediated by a CuCl/bpy system
    Rexit, Abulikernu Abudu
    Hu, Xiangdong
    TETRAHEDRON, 2015, 71 (15) : 2313 - 2316
  • [2] MECHANISMS OF FREE-RADICAL REACTIONS .26. SELECTIVITY OF TRICHLOROMETHYL RADICAL IN REACTIONS OF ESCAPE OF HYDROGEN-ATOM
    DNEPROVSKII, AS
    IZYUROV, AL
    BOYARSKII, VP
    BELOSHAPKO, AN
    ZHURNAL ORGANICHESKOI KHIMII, 1988, 24 (12): : 2494 - 2497
  • [3] RADICAL DEOXYGENATIONS AND DEHALOGENATIONS WITH DIALKYL PHOSPHITES AS HYDROGEN-ATOM SOURCE
    BARTON, DHR
    JANG, DO
    JASZBERENYI, JC
    TETRAHEDRON LETTERS, 1992, 33 (17) : 2311 - 2314
  • [4] HYDROGEN-ATOM TRANSFER TO ALKENES FROM AMINYL BORANE RADICALS
    KIRWAN, JN
    ROBERTS, BP
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (07) : 480 - 482
  • [5] RELATIVE REACTIVITIES OF HETARYL RADICALS IN HYDROGEN-ATOM ABSTRACTION AND NUCLEOPHILIC-ADDITION REACTIONS
    ZOLTEWICZ, JA
    LOCKO, GA
    JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (23): : 4214 - 4219
  • [6] Linking Borane with N-Heterocyclic Carbenes: Effective Hydrogen-Atom Donors for Radical Reactions
    Walton, John C.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (10) : 1726 - 1728
  • [7] Intermolecular radical addition and addition/cyclization reactions of alkoxyamines onto nonactivated alkenes
    Wetter, C
    Jantos, K
    Woithe, K
    Studer, A
    ORGANIC LETTERS, 2003, 5 (16) : 2899 - 2902
  • [8] HYDROGEN-ATOM TRANSFER IN REACTIONS OF TRANSITION-METAL HYDRIDES WITH ALKENES
    BULLOCK, RM
    SAMSEL, EG
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1987, 193 : 21 - INOR
  • [9] FREE-RADICALS FORMED BY ADDITION OF HYDROGEN-ATOM TO VINYLPYRIDINES AND THEIR POLYMERS
    CHACHATY, C
    LABLACHE.A
    RONFARDH.JC
    LOUCHEUX, C
    COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES SERIE C, 1973, 276 (07): : 535 - 538
  • [10] Generation of Halomethyl Radicals by Halogen Atom Abstraction and Their Addition Reactions with Alkenes
    Neff, Robynne K.
    Su, Yong-Liang
    Liu, Siqi
    Rosado, Melina
    Zhang, Xinhao
    Doyle, Michael P.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (42) : 16643 - 16650
12345