Abstract The solid-Phase bromination of a series of tert-butyl-substituted phenols with N- bromosuccinimide and dioxane dibromide afforded halogenated cyclohexadienones, quinobromides. Under the extrusion conditions, the latter underwent further transformations, mainly, debromination. A new reaction, dioxane dibromide catalyzed anhydroheterocyclization of 2, 2′-dihydroxy-3, 3′, 5, 5′-tetra-tert-butyldiphenyl to 2, 4, ...