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Green Organocatalytic Synthesis of Isoxazolines via a One-Pot Oxidation of Allyloximes

Ierasia Triandafillidi and Christoforos G. Kokotos*

*Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece, Email: ckokotoschem.uoa.gr

I. Triandafillidi, C. G. Kokotos, Org. Lett., 2017, 19, 106-109.

DOI: 10.1021/acs.orglett.6b03380


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Abstract

A 2,2,2-trifluoroacetophenone-catalyzed oxidation of allyloximes enables a green and efficient synthesis of isoxazolines utilizing H2O2 as the oxidant. A variety of substitution patterns, both aromatic and aliphatic moieties, are well tolerated, leading to isoxazolines in good yields.

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proposed mechanism



Key Words

2-Isoxazolines, Green Chemistry, Organocatalysis, Hydrogen Peroxide


ID: J54-Y2017