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
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
.