TFA-Mediated Synthesis of 1,2,4-Oxadiazoles from Carbamates and Nitriles

J Org Chem. 2024 May 17;89(10):7330-7338. doi: 10.1021/acs.joc.4c00640. Epub 2024 Apr 29.

Abstract

An unprecedented protocol for the synthesis of 1,2,4-oxadiazoles from carbamates has been developed by employing nitriles as both substrates and solvents. This one-pot procedure achieves the formation of C═N bonds via TFA-mediated [3+2] annulation. A series of 1,2,4-oxadiazoles are synthesized in moderate to good yields.