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Communication | Regular issue | Vol 36, No. 2, 1993, pp.223-229
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6196
The Reaction of Unsaturated Carbonyl Compounds with "Activated" Sulfur

Ugo Chiacchio, Antonino Corsaro, Antonio Rescifina, Maria Gabriella Testa, and Giovanni Purrello*

*Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria 6, 95125 Catania, Italy

Abstract

In a reinvestigation of the sulfuration reaction of cinnamylideneacetophenone (1) with sulfur and triethylamine at room temperature, new products 6-benzoyl-3-phenyl-1,2-dithiolo[4,3-c]-1,2-dithiole (5), 6-benzoyl-3-phenyl-1,2-dithiine (6) and 5-benzoyl-3-benzylidene-1,2-dithiole (7) were obtained along with the known products 5-phenacylidene-3-phenyl-1,2-dithiole (2) and 5-benzoyl-2-phenylthiophene (3). The reaction of dibenzylideneacetone (8) under the same conditions affords thiopyran-4-one (9). By adding Lawesson reagent to the reactant mixtures of 1 and 8, a trithiapentalene derivative (4) was also formed.