Facile route to benzils from aldehydes via NHC-catalyzed benzoin condensation under metal-free conditions

被引：80
作者：
Shimakawa, Yuuki
Morikawa, Takashi
Sakaguchi, Satoshi [1 ]
机构：
[1] Kansai Univ, Dept Chem & Mat Engn, Osaka 5648680, Japan
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 13期
基金：
日本学术振兴会;
关键词：
N-Heterocyclic carbene; Benzil; Benzoin; Oxidation; Organocatalyst; N-HETEROCYCLIC CARBENES; BICYCLIC THIAZOLIUM SALTS; ALPHA-DIKETONES; 1,2-DIKETONES; ALKYNES; BENZIMIDAZOLIUM; ORGANOCATALYSIS; COMPLEXES; OXIDATION; EFFICIENT;
D O I：
10.1016/j.tetlet.2010.01.103
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and efficient one-pot procedure for the synthesis of alpha-diketones from aldehydes via benzoin condensation under the influence of a catalytic amount of azolium salt combined with DBU has been developed. Thus, aldehyde was allowed to react with the azolium salt/DBU catalytic system at room temperature, and then the reaction mixture was heated to 70 degrees C under air atmosphere to afford the corresponding 1,2-diketone in good yield. This would be an efficient alternative method of synthesizing alpha-diketones from alclehydes under metal-free conditions. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
引用
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页码：1786 / 1789
页数：4
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