Modulating the reactivity of α-isocyanoacetates:: Multicomponent synthesis of 5-methoxyoxazoles and furopyrrolones

被引：195

作者：

Bonne, Damien

Dekhane, Mouloud

Zhu, Jieping ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

[2] AstraZeneca, Macclesfield SK10 4TG, Cheshire, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 14期

关键词：

furopyrrolones; isocyanides; multicomponent reactions; oxazoles; Ugi reaction;

D O I：

10.1002/anie.200605005

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple approach to complexity: The reactivity pattern of α-isocyanoacetates can be tuned by modulating the acidity of the α C-H bond(s) against the nucleophilicity of the conjugate base. The unique reactivity of the α-(p-nitrophenyl)-α-isocyanoacetate 1 was exploited in a three-component synthesis of 5-methoxyoxazoles 2 and four-component synthesis of furopyrrolones 3. R1,R2,R 3 = alkyl, aryl, benzyl; R4 = aryl. (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：2485 / 2488

页数：4

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