HYPERVALENT IODINE IN THE SYNTHESIS OF BRIDGEHEAD HETEROCYCLES - NOVEL AND FACILE SYNTHESES OF 3-SUBSTITUTED-5,6-DIHYDROIMIDAZO[2,1-B]THIAZOLES AND 3-PHENYLTHIAZOLO[3,2-A]BENZIMIDAZOLE FROM ACETOPHENONES USING [HYDROXY(TOSYLOXY)IODO]BENZENE

被引：50

作者：

PRAKASH, OM

RANI, N

GOYAL, S

机构：

[1] Department of Chemistry, Kurukshetra University, Kurukshetra 132119, Haryana

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 06期

关键词：

D O I：

10.1039/p19920000707

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 3-substituted-5,6-dihydroimidazo[2,1-b]thiazoles 3a-f has been achieved by using a novel and facile method involving hypervalent iodine oxidation of acetophenones 1a-f with [hydroxy(tosyloxy)iodo]benzene, followed by the treatment of the resultant alpha-tosyloxyacetophenones 2a-f (generated in situ) with ethylenethiourea. The same approach starting from 1a and 2-mercaptobenzimidazole also supplied 3-phenylthiazolo[3,2-a]benzimidazole 7 via the intermediate 2-phenacylmercaptobenzimidazole.

引用

页码：707 / 709

页数：3

共 16 条

[1] HETEROCYCLIC SYSTEM CONTAINING BRIDGEHEAD NITROGEN ATOM .3. 3-SUBSTITUTED-,2,3-DISUBSTITUTED-5,6-DIHYDRO-4H-IMIDAZO[2,1-B]THIAZOLES AND 3-SUBSTITUTED-,2,3-DISUBSTITUTED-4,5,6,7-TETRAHYDROTHIAZOLO[3,2-A]PYRIMIDINES [J].