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
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.
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收藏
页码:7253 / 7264
页数:12
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