Preparation and reactivity of 2-(furan-2-yl)acenaphtho[1,2-d]oxazole

Abstract

Reaction of acenaphthylene-1,2-dione and furan-2-carbaldehyde in ethanol with an excess of ammonia water solution afforded 2-(furan-2-yl)acenaphtho[1,2-d]oxazole whose reactions of electrophilic substitution (nitration, bromination, hydroxymethylation, formylation, acylation) were examined. Notwithstanding the reaction conditions the electrophilic attack was directed on the furan ring.