Tetrahedron

An improved procedure for the preparation of 2-isoxazolines

KE Larsen, KBG Torssell

Index: Larsen, Karl Erik; Torssell, Kurt B. G. Tetrahedron, 1984 , vol. 40, # 15 p. 2985 - 2988

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Citation Number: 119

Abstract

Aldoximes were converted in high yields by N-Chlorosuccinimide into hydroxamic acid chlorides, and corresponding nitrile oxides generated by addition of triethylamine at 40°–50° underwent 1, 3-dipolar polar addition to alkenes, giving 2-isoxazolines. The whole procedure could be performed as a one-pot reaction. Oximes with other functions, sensitive to free chlorine could be converted selectively into hydroxamic acid chlorides by this ...