Regioselective synthesis of 3-aryl-5-(1H-indole-3-carbonyl)-4-hydroxyfuroic acids as potential insulin receptor activators

被引:7
作者
Chou, Shan-Yen [1 ]
Chen, Shieh-Shung Tom [1 ]
Chen, Ching-Hui [1 ]
Chang, Lien-Shange [1 ]
机构
[1] Dev Ctr Biotechnol, Taipei 221, Taiwan
关键词
D O I
10.1016/j.tetlet.2006.08.076
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Methoxy-4-aryl-furan-2,5-dicarboxylic acid (8) is selectively converted into its C-5 methylester (6) by treatment with methyl chloroformate followed by decarboxylation in one flask. Acylation of the resulting half ester with a 7-substituted indole was performed under mild conditions to afford 3-aryl-5-(1H-indole-3-carbonyl)-4-methoxy-2-furoic acid (11). The synthetic utility of the resulting furoic acids as a skeleton in the synthesis of potential insulin receptor activators is established. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7579 / 7582
页数:4
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