Thiele–winter acetoxylation of quinones. Part VII. Some bromoderivatives of phenyl-1,4-benzoquinone

Abstract

The synthesis and the Thiele–Winter acetoxylation of several 1,4-benzoquinones has been studied. 2-Bromo-6-phenyl- and 2-bromo-5-phenyl-1,4-benzoquinone gave triacetates with the inserted acetoxy-group ortho to the bromine atom. 2-Bromo-3-phenyl-1,4-benzoquinone gave a mixture of both possible triacetates. 2,3-Dibromo-5-phenyl- and 2-bromo-3-phenyl-6-t-butyl-1,4-benzoquinone gave only the corresponding hydroquinone diacetates.