Anodic Oxidation of Methylbenzenes. Synthetic Routes to Certain Cyclohexa-1,4-dienes

Article abstract of DOI:10.1021/jo00011a042

The anodic methoxylation of a series of methylbenzenes (mesitylene, pseudocumene, hemimellitene, pentamethylbenzene, and hexamethylbenzene) afforded chain methoxylated products as well as nuclear-addition products.For nuclear-addition products both cis/trans isomers are possible.In the cyclohexa-1,4-dienes obtained from these substrates the cis/trans ratio found is different.A probable mechanism is provided.