PSEUDOHALOGEN CHEMISTRY .11. SOME ASPECTS OF THE CHEMISTRY OF ALPHA-THIOCYANATO-BETA-DICARBONYL COMPOUNDS

被引：16

作者：

ATKINS, EF ^{[1
]}

DABBS, S ^{[1
]}

GUY, RG ^{[1
]}

MAHOMED, AA ^{[1
]}

MOUNTFORD, P ^{[1
]}

机构：

[1] UNIV HERTFORDSHIRE,SCH NAT RESOURCES,HATFIELD AL10 9AB,HERTS,ENGLAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 24期

关键词：

D O I：

10.1016/S0040-4020(01)85248-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enolised alpha-thiocyanato-beta-dicarbonyl compounds dimerise in ethanol at room temperature to give tautomeric 4,5-disubstituted 2-amino- and 2-acetamido-thiazoles by a C-S-C + C-N cyclisation. Tautomerism is due to the unusual 4-(beta-dicarbonyl-alpha-thio) substituent. Competing intramolecular cyclisations lead to minor amounts of heterocycles containing the thiazole and/or oxathiole ring systems.

引用

页码：7253 / 7264

页数：12

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