Sulfonyl ketenethioacetals (IIa-e), 1-substituted (R
1) 2, 2-bis (methylthio)-1-sulfonyl-(R
2) ethene (a : R
1=SO
2-Ph, R
2=COMe ; b : R
1=SO
2-Ph-Me (p), R
2=CN ; c : R
1=SO
2-Ph-Me (p), R
2=CN ; d : R
1=SO
2-Ph-Me (p), R
2=COOMe) reacted with active methylene compounds (dimethyl malonate, malononitrile, 1-methyloxindole, 3-methyl-5-oxo-1-phenyl-2-pyrazoline, 3-ethylrhodanine) to give the displacement products of a methylthio group in good yields. The reaction of IIb, c, d with malonitrile, nitromethane, 1, 2, 3, 4-tetrahydroisoquinoline-1, 4-dione, 2, 3-dihydrobenzo [b] thiophen-3-one 1, 1-dioxide, and 1, 3-indadione gave the corresponding heterocyclic compounds, 2-hydroximino-5-oxopyrroline (X), 2-pyridone (VII), pyrrolo [1, 2-b] isoquinoline (XIIIa, b), pyrido [2, 3-b] benzo [b] thiophene 5, 5-dioxide (XVIa, b), and indeno [1, 2-b] pyridine (XVIII), derivatives in good yields.
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