Additions of electrophilic radicals to electron rich alkenes by the atom transfer method. Surmounting potentially reversible radical atom transfer reactions by irreversible ionic reactions

被引：29
|
作者：
Curran, DP [1 ]
Ko, SB [1 ]
机构：
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 37期
关键词：
D O I：
10.1016/S0040-4039(98)01405-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Conditions have been developed for the atom transfer radical addition reaction of bromoesters to enol ethers. The putative intermediate haloethers are allowed to ionize and the resulting cations are trapped by addition or elimination reactions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：6629 / 6632
页数：4
相关论文
共 27 条
  • [1] Electron Transfer Reactions in Atom Transfer Radical Polymerization
    Fantin, Marco
    Lorandi, Francesca
    Gennaro, Armando
    Isse, Abdirisak A.
    Matyjaszewski, Krzysztof
    SYNTHESIS-STUTTGART, 2017, 49 (15): : 3311 - 3322
  • [2] Electron transfer reactions relevant to atom transfer radical polymerization
    Tsarevsky, Nicolay V.
    Braunecker, Wade A.
    Matyjaszewski, Krzysztof
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (15) : 3212 - 3222
  • [3] Cu-Catalyzed atom transfer radical addition reactions of alkenes with α-bromoacetonitrile
    Pu, Weiya
    Sun, Dani
    Fan, Wanyue
    Pan, Wenwen
    Chai, Qinghui
    Wang, Xiaoxing
    Lv, Yunhe
    CHEMICAL COMMUNICATIONS, 2019, 55 (33) : 4821 - 4824
  • [4] Convenient criterion for the distinction between electrophilic and electron transfer reactions of electron-rich alkenes
    Bauld, NL
    Aplin, JT
    Yueh, W
    Endo, S
    Loving, A
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1998, 11 (01) : 15 - +
  • [5] Convenient criterion for the distinction between electrophilic transfer reactions of electron-rich alkenes
    J Phys Org Chem, 1 (15):
  • [6] ON THE QUESTION OF ELECTRON-TRANSFER INVOLVEMENT IN ELECTROPHILIC ADDITIONS TO ALKENES - A COMPARISON OF THE BROMINATION AND OXYMERCURATION REACTIONS
    VARDHAN, HB
    BACH, RD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1985, 190 (SEP): : 39 - ORN
  • [7] Reactions of polystyrene radicals in a monomer-free atom transfer radical polymerization system
    Yoshikawa, C
    Goto, A
    Fukuda, T
    E-POLYMERS, 2002,
  • [8] Reactions of polystyrene radicals in a monomer-free atom transfer radical polymerization system
    Yoshikawa, Chiaki
    Goto, Atsushi
    Fukuda, Takeshi
    E-Polymers, 2002, 2 (01)
  • [9] A Highly Reactive Chromium(V)-Oxo TAML Cation Radical Complex in Electron Transfer and Oxygen Atom Transfer Reactions
    Hong, Young Hyun
    Jang, Yuri
    Ezhov, Roman
    Seo, Mi Sook
    Lee, Yong-Min
    Pandey, Bhawana
    Hong, Seungwoo
    Pushkar, Yulia
    Fukuzumi, Shunichi
    Nam, Wonwoo
    ACS CATALYSIS, 2021, 11 (05) : 2889 - 2901
  • [10] Identical reactivities of radicals in metal catalyzed atom transfer processes and in conventional free radical addition reactions.
    Pintauer, T
    Zhou, P
    Matyjaszewski, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U441 - U441
123