Ultrasound Promoted One-Pot Synthesis of gem-Chloronitro Compounds from Oximes

摘要

gem-Halonitro compounds 1 and 2 have proven to be versatile intermediates in the synthesis of molecules possessing one or more nitro groups. They have been prepared traditionally either by the direct halogenation of nitronate salts or from oximes via a halogenation-oxidation sequence.The utility of the gew-halonitro intermediates has been demonstrated by their transformation to nitro compounds via a reductive dehalogenation process (Scheme 1). They have also functioned as important elements for assembling polycyclic frameworks by an intramolecular reductive coupling of two suitably located gem-halonitro-substituted carbons to yield compounds possessing dinitro substituents (Scheme 1).