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Koser's Reagent Mediated Oxidation of Aldoximes: Synthesis of Isoxazolines by 1,3-Dipolar Cycloadditions

Rajnish Budhwan, Megha Rawat, Rama Krishna Peddinti*

*Department of Chemistry, Indian Institute of Technology, Roorkee, Roorkee-247667, Uttarakhand, India, Email: rkpeddinticy.iitr.ac.in

R. Budhwan, M. Rawat, R. K. Peddinti, Synthesis, 2023, 55, 1904-1908.

DOI: 10.1055/s-0042-1752403


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Abstract

Convenient 1,3-dipolar cycloadditions between in situ generated nitrile oxides from the corresponding aldoximes using [hydroxy(tosyloxy)iodo]benzene (HTIB, Koser's reagent) and maleimides, styrene and acrylonitrile provide isoxazoline derivatives. The described methodology is very attractive as it is operationally simple, has broad scope, and does not require any base, metal, or other additives.

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Key Words

isoxazolines, Koser's reagent, 1,3-dipolar cycloadditions


ID: J66-Y2023