Sur la formation de composés bicycliques lors de réactions de Friedel–Crafts

The acylation of 1-methylcyclohexene with propionyl, butyryl, and benzoyl chloride in the presence of different Lewis acids is reported. The exo and endo 1-acyl-6-methyl bicyclo [3.1.0]hexane isomers are formed with variable percentages depending upon the catalyst used. An unexpected compound, 3-benzoyl-2-methylcyclohexanol, was isolated from the reaction of 1-methylcyclohexene with benzoyl chloride. The acylation of 1,3,3,5,5-pentamethylcyclohexene with acetyl chloride – stannic chloride gave no bicyclic compounds.