Multi-component approach to 2-aminofurans, furo[2,3-b]pyridines, and furo[2,3-d]pyrimidines containing imidazole moiety

Abstract

A methodology for the synthesis of 2-aminofurans containing an imidazole substituent has been developed. The method is based on a three-component condensation of 2-unsubstituted imidazole N-oxides, arylglyoxals, and 3-ketonitriles. The advantage of the presented method lies in its ability to prepare a diverse set of target products on a gram scale under mild conditions without the use of column chromatography. Subsequent modification of the synthesized 2-aminofurans facilitates the formation of furo[2,3-b]pyridines and furo[2,3-d]pyrimidines.