ChemInform Abstract: 1,3‐Dipolar Cycloadditions. Part 117. Reactions of Thiobenzophenone S‐Methylide with Thiocarbonyl Compounds.

Abstract

Keywords: Thiocarbonyl ylides / Cycloadditions / 1,3-Dithiolanes / Sulfur heterocycles / Thioketones 2,5-Dihydro-2,2-diphenyl-1,3,4-thiadiazole (4) eliminates N 2 at −45°C and generates thiobenzophenone S-methylide (5), which is intercepted by dipolarophiles. The 1,3-cycloadditions of 5 with thiones (aromatic and aliphatic thioketones, dithioesters, trithiocarbonate) furnish 1,3-dithiolanes 7, in which the substituents, even voluminous ones, appear in the proximal 4-and 5-positions. The reaction of 5 with adamant-