An Efficient Route to 4-Aryl-5-pyrimidinylimidazoles via Sequential Functionalization of 2,4-Dichloropyrimidine

摘要

Starting from 2,4-dichloropyrimidine,a concise synthetic route to medicinally important 4-aryl-5-pyrimidinylimidazoles is described.Sequential substitution of the 4- and 2-chloro groups using a regioselective Sonogashira coupling,followed by nucleophilic substitution,led to pyrimidinylalkyne derivatives,which were then oxidized to their corresponding 1,2-diketones.These 1,2-diketones,on cyclocondensation with ammonium acetate and an aldehyde,furnished the desired pyrimidinyl imidazoles in good overall yields.