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.
The reaction of unsaturated carbonyl compounds with "activated" sulfur
CHIACCHIO, Ugo;RESCIFINA, Antonio;
1993-01-01
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.File in questo prodotto:
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