Nitrosylsulfuric acid as an oxidant in the synthesis of 3,5-diarylisoxazoles

O. B. Bondarenko; A. I. Komarov; L. I. Kuznetsova; S. N. Nikolaeva; A. Yu. Gavrilova; N. V. Zyk

doi:10.1007/s11172-018-2103-x

Nitrosylsulfuric acid as an oxidant in the synthesis of 3,5-diarylisoxazoles

Authors: Bondarenko O.B.¹, Komarov A.I.¹, Kuznetsova L.I.¹, Nikolaeva S.N.¹, Gavrilova A.Y.¹, Zyk N.V.¹^,2
Affiliations:
1. Department of Chemistry, M. V. Lomonosov Moscow State University
2. Institute of Physiologically Active Compounds, Russian Academy of Sciences
Issue: Vol 67, No 3 (2018)
Pages: 517-520
Section: Full Articles
URL: https://journals.rcsi.science/1066-5285/article/view/242344
DOI: https://doi.org/10.1007/s11172-018-2103-x
ID: 242344

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Abstract

By six examples, it was demonstrated that nitrosylsulfuric acid can be successfully used for oxidation of 3,5-diaryl-4,5-dihydroisoxazoles to the corresponding 3,5-diarylisoxazoles. If the starting isoxazolines contain the aromatic substituents activated towards electrophilic substitution, nitration of both newly formed isoxazole and substituted benzene rings occurred.