Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide

Aromatic and aliphatic oximes have been deoximated in chloroform-water to the corresponding aldehydes with dilute hydrogen peroxide and triscetylpyridinium tetrakis (oxodiperoxotungsto) phosphate as catalyst. The presence of dipolarophiles in the reaction mixtures allows a competitive reaction that...

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Autores principales: Ballistreri, Francesco P., Chiacchio, Ugo, Rescifina, Antonio, Tomaselli, Gaetano, Toscano, Rosa M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244949/
https://www.ncbi.nlm.nih.gov/pubmed/18596649
http://dx.doi.org/10.3390/molecules13061230
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author Ballistreri, Francesco P.
Chiacchio, Ugo
Rescifina, Antonio
Tomaselli, Gaetano
Toscano, Rosa M.
author_facet Ballistreri, Francesco P.
Chiacchio, Ugo
Rescifina, Antonio
Tomaselli, Gaetano
Toscano, Rosa M.
author_sort Ballistreri, Francesco P.
collection PubMed
description Aromatic and aliphatic oximes have been deoximated in chloroform-water to the corresponding aldehydes with dilute hydrogen peroxide and triscetylpyridinium tetrakis (oxodiperoxotungsto) phosphate as catalyst. The presence of dipolarophiles in the reaction mixtures allows a competitive reaction that converts oximes into isoxazole and isoxazoline derivatives via the intermediate formation of nitrile oxide species.
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spelling pubmed-62449492018-11-26 Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide Ballistreri, Francesco P. Chiacchio, Ugo Rescifina, Antonio Tomaselli, Gaetano Toscano, Rosa M. Molecules Article Aromatic and aliphatic oximes have been deoximated in chloroform-water to the corresponding aldehydes with dilute hydrogen peroxide and triscetylpyridinium tetrakis (oxodiperoxotungsto) phosphate as catalyst. The presence of dipolarophiles in the reaction mixtures allows a competitive reaction that converts oximes into isoxazole and isoxazoline derivatives via the intermediate formation of nitrile oxide species. MDPI 2008-06-01 /pmc/articles/PMC6244949/ /pubmed/18596649 http://dx.doi.org/10.3390/molecules13061230 Text en © 2008 by the authors. Licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Ballistreri, Francesco P.
Chiacchio, Ugo
Rescifina, Antonio
Tomaselli, Gaetano
Toscano, Rosa M.
Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide
title Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide
title_full Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide
title_fullStr Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide
title_full_unstemmed Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide
title_short Conversion of Oximes to Carbonyl Compounds by Triscetylpyridinium Tetrakis(oxodiperoxotungsto) Phosphate (PCWP)-mediated Oxidation with Hydrogen Peroxide
title_sort conversion of oximes to carbonyl compounds by triscetylpyridinium tetrakis(oxodiperoxotungsto) phosphate (pcwp)-mediated oxidation with hydrogen peroxide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244949/
https://www.ncbi.nlm.nih.gov/pubmed/18596649
http://dx.doi.org/10.3390/molecules13061230
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