Nucleophilic alkenes. VII. 1 : 2-Addition of 1,1 -dimethoxyethene to 1,4-naphthoquinones substituted in the benzenoid ring

Abstract

Several 5-substituted 1,4-naphthoquinones have been treated with 1,1- dimethoxyethene to give isomeric mixtures of 1,3,5- and 1,3,8- trisubstituted anthraquinones. Similarly 6-substituted 1,4- naphthoquinonesgave mixtures of the 1,3,6- and 1,3,7-series. The course of these reactions has been correlated with substituent effects.