Heteroannulation of naphthoquinones. Studies on the reaction of 2-bromo-2,3-dihydronaphthoquinone derivatives with 1,2-binucleophiles.

Heterocyclic derivatives of naphthoquinones were synthesized via their 2-bromo-2,3-dehydro-intermediates. This new route may lead to the formation of benzo[a]phenothiazin-5-ones, benzo[f]quinoxalin-6-ones as well as their 1,4 (or 7,10) dihydroxy-derivatives in high yields. The possible mechanisms involved in the formation of these compounds are discussed.