Imidazo[1,2]hetarylglyoxylates: Synthesis and reactivity toward nucleophiles

Article abstract of DOI:10.1055/s-0029-1218739

A practical approach to imidazo[1,2]hetarylglyoxylates via Friedel-Crafts acylation of the parent fused imidazoles with ethyl oxalyl chloride is reported. The reaction is strongly influenced by the electron-donating properties of the starting heterocycle. The generated imidazo[1,2]hetarylglyoxylates undergo standard transformations typical of -keto esters upon reaction with various nucleophiles. All the products contain an imidazoheterocyclic scaffold which is considered a privileged structure for drug discovery. Georg Thieme Verlag Stuttgart - New York.