Ethoxycarbonyl isothiocyanate reacted with phenols in a nitromethane solution of aluminum chloride to yield the appropriate 4-hydroxy-N-ethoxycarbonylthiobenzamides. In the reaction with dinucleophiles they gave heterocyclic compounds which were subsequently functionalized on the hydroxy group. The reaction of p-hydroxythiobenzamides with carbamoyl chloride, chlorides of α,β-unsaturated carboxylic acids, and isocyanates yielded the corresponding O-acylated products.

The reaction of isothiocyanates with in situ generated carbanions of , -unsaturated ketones yielded , -unsaturated keto thioamides which in the reaction with acids or bases cyclized to give 2,6-disubstituted thiopyran-4-ones and in the reaction with -bromoesters gave thiazolidin-4-one derivatives. The thiopyran-4-ones reacted with , -unsaturated aldehydes to yield tetrahydrothiopyran [2,3-b]pyridin-4-ones, while thioanilides were formed in the reaction with phenyl isothiocyanate.

A novel synthesis of thioamide derivatives of methyl vinyl ketone and their cyclization to 2,3-dihydro-4H-thiopyran-4-ones were developed.

Spirohexahydropyrimidines were obtained in the one-pot three-component reaction of the tetralone-derived thioamides, amines and formaldehyde with alcoholic hydrogen chloride as the catalyst.

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