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Indium-induced ultrasound-mediated rearrangement of ?-lactam to oxazines

Authors : Ram Naresh Yadav a, Susanta Samjadar b and Bimal Krishna Banik *c



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Abstract

The regiospecific intramolecular nucleophilic ring opening (INRO) of 2-azetidinones through ultrasound-mediated indium metal/ammonium chloride-induced reduction of aromatic nitro functionality has been achieved at ambient temperature. This method has provided an efficient entry for the facile synthesis of benzo[1,4]-oxazine-2-one derivatives in aqueous ethanol.

Keyword

Nitro -lactam, indium, ultrasound, rearrangement, oxazine