Synthesis of Carbamoyl Fluorides via a Selective Fluorinative Beckmann Fragmentation
journal contributionposted on 01.07.2021, 18:03 by Jin Woo Song, Hee Nam Lim
A fluorinative Beckmann fragmentation of α-oximinoamides was devised to provide synthetically useful carbamoyl fluorides. High selectivity for fragmentation over a potentially competing Beckmann rearrangement was observed. This protocol has a distinct mechanism and thus a different substrate scope compared with other synthetic methods. α-Oximinoamides derived from the readily available secondary amines, lactams, or isatins were converted into structurally diverse carbamoyl fluorides.