Radical aromatic substitution via atom-transfer addition

被引：23
|
作者：
Byers, JH [1 ]
Campbell, JE [1 ]
Knapp, FH [1 ]
Thissell, JG [1 ]
机构：
[1] Middlebury Coll, Dept Chem & Biochem, Middlebury, VT 05753 USA
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 14期
基金：
美国国家科学基金会;
关键词：
D O I：
10.1016/S0040-4039(99)00304-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New methodology for radical aromatic substitution has been developed involving the addition of electron-deficient radicals to unprotected pyrroles and indole. This non-oxidative process is presumed to be occurring via atom-transfer addition of suitable organoiodides and bromides with subsequent non-radical elimination of HI or HBr, respectively. The process also occurs under stannane-free conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2677 / 2680
页数：4
相关论文
共 50 条
  • [1] Radical aromatic substitution via atom-transfer addition
    Byers, JH
    Campbell, JE
    Knapp, FH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U546 - U546
  • [2] Control of stereochemistry in radical aromatic substitution via atom-transfer addition
    Wolkowski, JP
    Byers, JH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U390 - U390
  • [3] Control of stereochemistry in radical aromatic substitution via atom-transfer addition
    Wolkowski, JP
    Byers, JH
    Burkett, GC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U451 - U451
  • [4] Atom-Transfer Radical Addition of Alcohols to Aliphatic Alkynes
    Xiao, Yingxia
    Liu, Zhong-Quan
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (15): : 9577 - 9583
  • [5] Synthesis of multifunctional star and hyperbranched polymers using atom-transfer radical polymerization and atom-transfer radical addition.
    Pyun, J
    Zhang, X
    Gaynor, SG
    Matyjaszewski, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U544 - U544
  • [6] Intramolecular reactions involving radical aromatic substitution via atom transfer
    Breen, CA
    Byers, JH
    Kosterlitz, JA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U451 - U451
  • [7] Carbon radical addition to glyoxylic oxime ether via iodine atom-transfer process
    Miyabe, H
    Ueda, M
    Yoshioka, N
    Naito, T
    SYNLETT, 1999, (04) : 465 - 467
  • [8] Photocatalytic Atom-Transfer Radical Addition of Activated Chlorides to Alkenes
    Kostromitin, Vladislav S.
    Zemtsov, Artem A.
    Levin, Vitalij V.
    Dilman, Alexander D.
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (23) : 5336 - 5340
  • [9] Iodoperfluoroalkylation of unactivated alkenes via pyridine-boryl radical initiated atom-transfer radical addition
    Cao, Jia
    Li, Guoao
    Wang, Guoqiang
    Gao, Liuzhou
    Li, Shuhua
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (14) : 2857 - 2862
  • [10] High Reactivity of α-Boryl Radical of Potassium Alkyltrifluoroborate in Atom-Transfer Radical Addition
    Ueda, Mitsuhiro
    Kato, Yuri
    Taniguchi, Naoya
    Morisaki, Takahiro
    ORGANIC LETTERS, 2020, 22 (16) : 6234 - 6238
12345