Addition reaction of imidazoles and thiazoles with silyl enol ethers in the presence of alkyl chloroformate

被引：24

作者：

Itoh, T ^{[1
]}

Miyazaki, M ^{[1
]}

Nagata, K ^{[1
]}

Ohsawa, A ^{[1
]}

机构：

[1] Showa Univ, Sch Pharmaceut Sci, Shinagawa Ku, Tokyo 1428555, Japan

来源：

TETRAHEDRON | 2000年 / 56卷 / 26期

关键词：

silyl enol ethers; ketene silyl acetals; N-acylated quaternary salts; imidazole; thiazole;

D O I：

10.1016/S0040-4020(00)00331-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Silyl enol ethers and ketene silyl acetals reacted with imidazole, thiazole, and their benzo derivatives in the presence of an alkyl chloroformate to give 2-substituted imidazolines and thiazolines in good yields via the intermediacy of unstable N-acylated quaternary salts of azoles. In addition, it was found that silyl enol ethers formed in situ were also useful for the reaction to afford the adducts only by simple sequential addition of five commercially available reagents. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4383 / 4395

页数：13

共 33 条

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