Iodine(III)-mediated ethoxychlorination of enamides with iron(III) chloride

被引：15
|
作者：
Nocquet-Thibault, Sophie [1 ]
Minard, Corinne [1 ]
Retailleau, Pascal [1 ]
Cariou, Kevin [1 ]
Dodd, Robert H. [1 ]
机构：
[1] CNRS, Inst Chim Subst Nat, Ctr Rech Gif Sur Yvette, F-91198 Gif Sur Yvette, France
来源：
TETRAHEDRON | 2014年 / 70卷 / 38期
关键词：
Hypervalent iodine; Umpolung; Chlorination; Enamides; ELECTROSPRAY MASS-SPECTROMETRY; HYPERVALENT IODINE CHEMISTRY; HALOGENATION; REAGENTS; OXIDATION;
D O I：
10.1016/j.tet.2014.07.066
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The combination of (diacetoxyiodo)benzene and iron(III) chloride in ethanol allows the efficient regioselective ethoxychlorination of a broad range of enamides. Mechanistic studies tend to rule out the involvement of free radical species and point towards the implication of a mixed [chloro(ethoxy)iodo] benzene intermediate. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6769 / 6775
页数：7
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