Reactivity of N-Substituted Exo-oxazolidin-2-one Dienes with Naphthalene Chalcones and Cyclic 1,3-Dicarbonyl Compounds

The N-substituted exo-2-oxazolidinone dienes are versatile molecules that undergo a variety of reactions. To further explore this versatility, Diels-Alder reactions were carried out with novel naphthalene chalcones. Upon attempting the Diels-Alder reaction with 2-hydroxy-1,4-naphthoquinone, the formation of chromene unexpectedly took place via a formal [3+3] cycloaddition reaction. The observed reaction was then achieved with other 1,3-dicarbonyl compounds.