Microwave-assisted rapid synthesis of alpha-amino-beta-lactams

被引：75

作者：

Bose, AK ^{[1
]}

Jayaraman, M ^{[1
]}

Okawa, A ^{[1
]}

Bari, SS ^{[1
]}

Robb, EW ^{[1
]}

Manhas, MS ^{[1
]}

机构：

[1] STEVENS INST TECHNOL,MCLEAN CHEM SCI CTR,HOBOKEN,NJ 07030

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 39期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4039(96)01571-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rapid and convenient approach to alpha-amino-beta-lactams has been developed using the tetrachlorophthalimido group as a masked amino substituent Reaction between glycine and tetrachlorophthalic anhydride in DMF for about 90 sec in a donrestic microwave oven led to an imidoacetic acid in high yield; the corresponding acid chloride reacted with Schiff bases to provide mixtures of trans and cis beta-lactams Nearly exclusive formation of trans beta-lactams could be achieved in some cases in a few minutes by conducting beta-lactam formation under strong microwave irradiation. Facile conversion to alpha-amino-beta-lactams was realized in 5-10 minutes via solventless reaction of these alpha-amino-beta-lactams with ethylenediamine at room temperature. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：6989 / 6992

页数：4

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