Tetrahedron

The reaction of ethanediyl S, S-acetals with halogens

R Caputo, C Ferreri, G Palumbo, G Capozzi

Index: Caputo, Romualdo; Ferreri, Carla; Palumbo, Giovanni; Capozzi, Giuseppe Tetrahedron, 1986 , vol. 42, # 8 p. 2369 - 2376

Full Text: HTML

Citation Number: 25

Abstract

Cyclic thioacetals and thioketals (1, 3-dithiolanes) are reported to react smoothly with halogens in a 1: 1 molar ratio, at room temperature in anhydrous carbon tetrachloride. The mechanistic aspects of the reaction are considered and evidence is shown of the intermediacy of monocationic rather than the previously postulated dicationic species in the cleavage reactions of 1, 3-dithiolanes of aromatic ketones.