New Quinoxaline-Quinoline-1,2,3-Triazole Hybrids: Design And Synthesis

Abstract

We present here, design and synthesis of a new series of hybrid molecules comprising three pharmacologically significant scaffolds viz., quinoxaline, quinoline and 1,2,3-triazole. The hybrid framework was constructed starting from 2,3-dichloroquinoxaline by a three-step sequence. First step involved is conversion of 2,3-dichloroquinoxaline to the corresponding 2,3-dithiol and then a subsequent sequential one pot synthesis of terminal alkyne comprising two successive nucleophilic substitution reactions in which quinoxaline-2,3-dithiol reacted with 2-chloro-3-(chloromethyl) quinolines and then with propargyl bromide. Formation of desired target molecules via copper catalyzed azide-alkyne cycloaddition is the crucial third step. The planned strategy is simple and efficient in affording the desired hybrid molecules in excellent yields.