Iodine(III)-Mediated Keto-oximation of <i>O</i>-Alkynyl Hydroxylamines: A Route to 3-Acyl Isoxazolines and 1,2-Oxazines

Abstract

An intramolecular iodine(III)-mediated keto-oximation of O -alkynyl hydroxylamines offers rapid and straightforward access to 3-acyl Δ 2 -isoxazolines and 1,2-oxazines. This approach features mild, metal-free, and aerobic reaction conditions with good functional group tolerance. Moreover, the synthetic utility of this method is demonstrated by the synthesis of unique structural motifs such as isoxazolidine, 3-vinyl isoxazoline, and 2,5-diphenylpyrazine derivatives by the conversion of 3-acyl Δ 2 -isoxazolines, thereby showcasing its efficiency and applicability in synthetic chemistry.