Anodic oxidation. Part XV. Electrochemical functionalisation of phenylcyclopropane and 2-isobutenyl-1,1-dimethylcyclopropane in methanol

Abstract

Electrolysis of phenylcyclopropane in methanolic sodium methoxide gives 1,3-dimethoxy-1-phenylpropane, which is also formed together with 3-methoxy-3-phenylpropan-1-ol and 3-methoxy-1-phenylpropan-1-ol in methanolic sodium methyl carbonate. Electrolysis of 2-isobutenyl-1,1-dimethylcyclopropane in either system gives 4,6-dimethoxy-2,6-dimethylhept-2-ene and (E)-2,6-dimethoxy-2,6-dimethylhept-3-ene.