The Structures of some Coloured Compounds from Dihydric Phenols and Alkylamines^†

Abstract

The coloured products from the reaction of resorcinols with methylamine, dimethylamine and other alkylamines have been studied. Phenoxazinones, xantheines and other nitrogenous compounds are formed.

Total Synthesis of Peniphenones A–D via Biomimetic Reactions of a Common o-Quinone Methide Intermediate

“…Thus, the synthesis of peniphenone B ( 2 ) was achieved by heating 11 in the presence pyrone 12 in AcOH to give peniphenone B dimethyl ether as a solid precipitate, which was filtered and then treated with BBr 3 to give peniphenone B ( 2 ). The synthesis of peniphenone C ( 3 ) was accomplished by heating 11 with 3,6-dimethyl-1,2,4-benzenetriol ( 8 ) in toluene. This gave peniphenone C directly, presumably via an electrophilic aromatic substitution reaction between 8 and o -quinone methide 5 followed by spontaneous aerobic oxidation.…”