Dimroth rearrangement to 2-N-alkylated amino pyridines: an unusual reaction of primary amines with ylidineketonitriles

Abstract

Unusual reaction of Ylideneketonitrile with primary amine led to the formation of 2-N-alkylated-3,5-trisubstituted pyridines. Mechanistic aspect of the reaction path was mapped by isolation and characterization of crucial intermediates of the reaction. Dimroth rearrangement was key to the formation of diverse pyridine derivatives in good to excellent yield (50 − 90%).