UTILITY OF ALPHA-OXOKETENE DITHIOACETAL IN ORGANIC-SYNTHESIS - SYNTHESIS OF SOME NEW SPIRO(PYRAN-4,2'-BENZOTHIAZOLE) DERIVATIVES

Citation
Am. Elsayed et al., UTILITY OF ALPHA-OXOKETENE DITHIOACETAL IN ORGANIC-SYNTHESIS - SYNTHESIS OF SOME NEW SPIRO(PYRAN-4,2'-BENZOTHIAZOLE) DERIVATIVES, Gazzetta chimica italiana, 127(10), 1997, pp. 605-608
Citations number
21
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00165603
Volume
127
Issue
10
Year of publication
1997
Pages
605 - 608
Database
ISI
SICI code
0016-5603(1997)127:10<605:UOADIO>2.0.ZU;2-E
Abstract
Ketene S,S-acetal 1 reacts with 2-aminobenzenethiol to afford 2-(1-ace tyl-2-oxopropylidene)benzothiazole 2 which was allowed to react with a variety of active methylene reagents to give spiro[pyran-4-2'-benzoth iazole] derivatives (4-13, 16, 17). Compound 2 also reacts with thiour ea, thioacetamide or bromomalononitrile to afford spiro[1,3-thiazin-6, 2'-benzothiazole] derivatives 14,15 or acetyl-2,2-dicyanocyclopropane- 1,2'-benzothiazole] 18 through a nucleophilic addition and cyclization .