One-pot regioselective synthesis of β-lactams by a tandem Ugi 4CC/SN cyclization

被引：32

作者：

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

Wang, Hong-Mei ^{[1
,2
]}

Yan, Yan-Mei ^{[1
]}

Wu, Lei ^{[1
]}

Ding, Ming-Wu ^{[1
]}

机构：

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

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

来源：

TETRAHEDRON | 2014年 / 70卷 / 23期

基金：

中国国家自然科学基金;

关键词：

MULTICOMPONENT REACTIONS; ASYMMETRIC-SYNTHESIS; FACILE SYNTHESIS; AMINO-ACIDS; KETENES;

D O I：

10.1016/j.tet.2014.04.033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

beta-Lactam scaffold was fabricated regioselectively by a facile one-pot base-mediated synthesis. The reactions of bromoacetic acid 1, primary amines 2, isocyanides 3, and arylglyoxals 4 produced 2-aroyl-4-oxoazetidine-2-carboxamides 6 in good yields via a one-pot tandem Ugi condensation and intramolecular C-alkylation at room temperature in the presence of Cs2CO3. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3647 / 3652

页数：6

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