Synthesis of Protected (1-Phenyl-1<i>H</i>-pyrrol-2-yl)-alkane-1-amines from Phenylnitroso Diels–Alder Adducts with 1,2-Dihydropyridines

Abstract

The reductive cleavage of nitrosobenzene-derived cycloadducts with appropriately protected 1,2-dihydropyridines allows a novel and simple obtainment of substituted N-[1-(1-phenyl-1H-pyrrol-2-yl)alkylamides. This synthesis can also be carried out in a very simple, mild, and practical one-pot procedure without isolation of the corresponding nitrosobenzene cycloadduct by means of catalytic amounts of CuCl.