Expanded Access to Fluoroformamidines via a Modular Synthetic Pathway
Authors: Vogel, James A.; Miller, Kirya F.; Shin, Eunjeong; Krussman, Jenna M.; Melvin, Patrick R.
Source: Organic Letters, DOI10.1021/acs.orglett.4c00131
Publication Type: Journal Article
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.
Chemistry
