Iron-Catalyzed Cycloaddition of Amides and 2,3-Diaryl-2 H-azirines To Access Oxazoles via C-N Bond Cleavage

J Org Chem. 2021 Feb 5;86(3):2957-2964. doi: 10.1021/acs.joc.0c02843. Epub 2021 Jan 14.

Abstract

A novel and efficient iron-catalyzed cycloaddition reaction using readily available 2,3-diaryl-2H-azirines and primary amides is reported. A wide range of trisubstituted oxazoles could be achieved in good yields with good functional group compatibility. In this transformation, two C-N bonds were cleaed and new C-N and C-O bonds were formed.