Darzens reactions with quinonoid systems. Part 1. Spiro[oxiran-2,9′-phenanthrenes] from phenanthrenequinone, and phenanthro-oxazoles from phenanthrenequinone imine or phenanthrenequinone mono-oxime
Abstract
Phenanthrenequinone reacts with substituted benzyl and phenacyl halides in the presence of base to give derivatives of spiro[oxiran-2,9′-phenanthrene]. Phenanthrenequinone imine and mono-oxime, under similar conditions, give phenanthro-oxazoles.