Expanded Access to Fluoroformamidines via a Modular Synthetic Pathway

Org Lett. 2024 Feb 16;26(6):1277-1281. doi: 10.1021/acs.orglett.4c00131. Epub 2024 Feb 7.

Abstract

Fluoroformamidines are an underutilized and understudied functional group despite combining two of the most highly prized elements in drug design: nitrogen and fluorine. We report a practical and modular synthesis of fluoroformamidines via the rearrangement of in situ-generated amidoximes. High yields in just 60 s at room temperature highlight the efficiency of this protocol. Furthermore, fluoroformamidines proved to be useful intermediates in the synthesis of diverse ureas and carbamimidates.