SIMPLE AND CONDENSED BETA-LACTAMS .22. AN UNPRECEDENTED RING TRANSFORMATION ACCOMPANYING DEPHTHALOYLATION OF A 3-PHTHALIMIDO-AZETIDIN-2-ONE

被引：11

作者：

FETTER, J ^{[1
]}

VASARHELYI, H ^{[1
]}

KAJTARPEREDY, M ^{[1
]}

LEMPERT, K ^{[1
]}

TAMAS, J ^{[1
]}

CZIRA, G ^{[1
]}

机构：

[1] HUNGARIAN ACAD SCI,CENT RES INST CHEM,H-1525 BUDAPEST,HUNGARY

来源：

TETRAHEDRON | 1995年 / 51卷 / 16期

基金：

匈牙利科学研究基金会;

关键词：

D O I：

10.1016/0040-4020(95)00158-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dephthaloylation of 3-phthalimidoazetidin-2-one 1a with methylhydrazine affords the ring transformation product 2b, rather than the expected 3-aminoazetidin-2-one 1b. Independently prepared azetidinone 1b, when treated with sodium hydroxide or methylhydrazine, is isomerized to compound 2b. A mechanism is suggested for transformation 1a --> 2b. - The tautomeric structures of the majority of the potentially tautomeric compounds described were established.

引用

页码：4763 / 4778

页数：16

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