Regiospecific synthesis of gem-dinitro derivatives of 2-halogenocycloalka[b]pyridine-3,4-dicarbonitriles

Abstract

Abstract A simple method for the synthesis of inaccessible gem-dinitro derivatives of pyridine is described. A wide range of 2-halogencycloalka[b]pyridine-3,4-dicarbonitriles are produced by the three-component reaction (ketone, TCNE, hydrohalic acid), side-chain nitration of latter with 60% nitric acid in a solvent-free conditions leads to the formation of gem-dinitro derivatives with high selectivity and without disturbing of other reaction centers.