Metal-free oxysulfonylation and aminosulfonylation of alkenyl oximes: synthesis of sulfonylated isoxazolines and cyclic nitrones

Org Biomol Chem. 2019 Jan 23;17(4):898-907. doi: 10.1039/c8ob02879f.

Abstract

Intramolecular oxysulfonylation of alkenyl oximes was reported. Using iodine as the catalyst, TBHP as the oxidant, and sulfonyl hydrazides as the sulfonyl radical source, a variety of sulfonylated isoxazolines were obtained in moderate to excellent yields. Cyclic nitrones could also be readily obtained under the same conditions.