Abstract
Abstract The feasibility of cycloalkylation reactions in the presence of Friedel–Crafts catalysts was demonstrated in a number of aryl hydroxyalkyl sulfides (1–5), and benzyl hydroxyalkyl sulfides (6–7). Treatment of compounds (1–7) with Friedel-Crafts catalysts gave diaryl disulfides, diaryl sulfides, arene thiols, chlorohydrins, aryl chloroalkyl sulfides, aryl alkenyl sulfides and cyclization products. It is noteworthy to mention that cyclization products were isolated only in cases where the hydroxyl group is linked to a tertiary carbon atom as in compounds 3 and 7. A suitable reaction pathway is suggested to rationalize the formation of the various reaction products.
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