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Title

Sulfuryl Fluoride Mediated Synthesis of Amides and Amidines from Ketoximes via Beckmann Rearrangement.

Authors

Gurjar, Jitendra; Fokin, Valery V.

Abstract

A metal‐free and redox‐neutral method for Beckmann rearrangement employing inexpensive and readily available SO2F2 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.

Subjects

BECKMANN rearrangement; OXIMES; AMIDINES; AMIDES; FLUORIDES

Publication

Chemistry - A European Journal, 2020, Vol 26, Issue 46, p10402

ISSN

0947-6539

Publication type

Academic Journal

DOI

10.1002/chem.201905358

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