One-pot synthesis of 5-oxopyrrolidine-2-carboxamides via a tandem Ugi 4CC/SN cyclization starting from Baylis-Hillman bromides

被引：25

作者：

Zeng, Xiao-Hua ^{[1
,2
]}

Wang, Hong-Mei ^{[2
]}

Wu, Lei ^{[1
]}

Ding, Ming-Wu ^{[1
]}

机构：

[1] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China

[2] Hubei Univ Med, Inst Med Chem, Shiyan 442000, Peoples R China

来源：

TETRAHEDRON | 2013年 / 69卷 / 19期

基金：

中国国家自然科学基金;

关键词：

MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; RING EXPANSION; DERIVATIVES; LIBRARY;

D O I：

10.1016/j.tet.2013.03.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot base-mediated synthesis of 5-oxopyrrolidine-2-carboxamides was developed. The reaction of Baylis-Hillman bromides 1, primary amines 2, isocyanides 3 and arylglyoxals 4 produced the 5-oxopyrrolidine-2-carboxamides 6 in good yields via a tandem Ugi condensation and intramolecular substitution at room temperature in the presence of Cs2CO3. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3823 / 3828

页数：6

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