A new modification of the Passerini reaction: a one-pot synthesis of α-acyloxyamides via sequential Kornblum cocidation/Passerini reaction

被引：12
|
作者：
Adib, Mehdi [1 ]
Sheikhi, Ehsan [1 ]
Azimzadeh, Marjan [1 ]
机构：
[1] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 15期
关键词：
Kornblum oxidation; Passerini reaction; alpha-Acyloxyamides; Benzylic substrates; Dimethyl sulfoxide; Isocyanides; MULTICOMPONENT REACTIONS; SELECTIVE METHOD; ALKYL-HALIDES; ISOCYANIDES; OXIDATION; AMINES;
D O I：
10.1016/j.tetlet.2015.02.007
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel approach for the synthesis of alpha-acyloxyamides is described. Benzylic substrates (halides or tosylates), under mild Kornblum conditions, are oxidized to give the corresponding aldehydes, which undergo a Passerini reaction with carboxylic acids and isocyanides to produce the corresponding alpha-acyloxyamides in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1933 / 1936
页数：4
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