Synthesis of New 3-Nitroimidazo[1,2-a]pyridine Derivatives by SRN1 Reactions

Abstract

6,8-Dibromo-2-chloromethyl-3-nitroimidazo[ 1,2-a]pyridine was prepared and reacted under experimental conditions of S RN 1 reactions with different carbon and sulfur centered nucleophiles to determine the relative reactivities of the different types of electrophile halides. Depending on the nucleophile nature, the chloromethyl group and bromine atom in 8-position were found to be reacting under these experimental conditions. An S RN 1 reaction on the pyridine part of the imidazo[1,2-a]pyridine is described for the first time.