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Acetylation of the amino group in ?-lactams under aqueous conditions: Effects of ring sizes

Authors : Indrani Banik a, Ram Naresh Yadav b, Ajay K. Bose c and Bimal Krishna Banik *d



Monocyclic cis and trans amino -lactams are acetylated with 2-bromo-2-phenylacetyl chloride in aqueous sodium bicarbonate solution. The same reaction with 6-aminopenicillanic acid follows a different pathway and produces an oxazolone.


Amino -lactam, acetylation, rearrangement, ring size