%0 Journal Article
%T Sulfuryl Fluoride Mediated Synthesis of Amides and Amidines from Ketoximes via Beckmann Rearrangement.
%A Gurjar J
%A Fokin VV
%J Chemistry
%V 26
%N 46
%D Aug 2020 17
%M 31997464
%F 5.02
%R 10.1002/chem.201905358
%X A metal-free and redox-neutral method for Beckmann rearrangement employing inexpensive and readily available SO2 F2 gas is described. The reported transformation proceeds at ambient temperature and is compatible with a wide range of sterically and electronically diverse aromatic, heteroaromatic, aliphatic and lignin-like oximes providing amides in good to excellent yields. The reaction proceeds through the formation of an imidoyl fluoride intermediate that can also be used for the synthesis of amidines.