Synthesis of alkyl 2,5-dihydro-5-oxofuran-2-carboxylates via palladium-catalyzed carbonylative cyclization of β-bromovinyl aldehydes in alcohols

被引:31
作者
Cho, Chan Sik [1 ]
Kim, Jun Uk [1 ]
Choi, Heung-Jin [1 ]
机构
[1] Kyungpook Natl Univ, Dept Appl Chem, Coll Engn, Taegu 702701, South Korea
关键词
Alcohols; beta-Bromovinyl aldehydes; Carbon monoxide; Carbonylative cyclization; Palladium catalyst; Lactones;
D O I
10.1016/j.jorganchem.2008.09.014
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
beta-Bromovinyl aldehydes reacts with carbon monoxide and alcohols at 125 degrees C in the presence of a catalytic amount of a palladium catalyst along with a base to give the corresponding carbonylative cyclized alkyl 2,5-dihydro-5-oxofuran-2-carboxylates in good yields. A reaction pathway involving intramolecular addition of acylpalladium to formyl group is proposed as a key step of this catalytic process. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:3677 / 3680
页数:4
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