Regiospecific attack of methoxide ion on 4-alkoxy-o-quinone imines. A novel route to p-quinone monoacetals
Abstract
In the solvolysis of 4-alkoxy-5-methyl-o-benzoquinone N-arylsulphonylimines (1a) and (1b)(NaOH-MeOH–H2O), the regiospecific attack of MeO– occurs initially on the carbon atom substituted by the alkoxy-group to produce the p-benzoquinone monoacetals (3a) and (3b), respectively.