Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones

A convenient microwave irradiation protocol was utilized for the synthesis of β-ketosulfones 1–5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)(3). Dihydrofurans 6–10 were obtained in moderate to good yields starting from 1,1-disubstit...

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Detalles Bibliográficos
Autores principales: Bouhlel, Ahlem, Curti, Christophe, Tabelé, Clémence, Vanelle, Patrice
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269865/
https://www.ncbi.nlm.nih.gov/pubmed/23579996
http://dx.doi.org/10.3390/molecules18044293
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author Bouhlel, Ahlem
Curti, Christophe
Tabelé, Clémence
Vanelle, Patrice
author_facet Bouhlel, Ahlem
Curti, Christophe
Tabelé, Clémence
Vanelle, Patrice
author_sort Bouhlel, Ahlem
collection PubMed
description A convenient microwave irradiation protocol was utilized for the synthesis of β-ketosulfones 1–5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)(3). Dihydrofurans 6–10 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 11–15 were synthesized in moderate yields and unexpected cyclopropanes 16–19 were obtained in low yields starting from 1,2-disubstituted alkenes. This protocol offers access to various dihydrofurans which could be tested for their antiparasitic potential.
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spelling pubmed-62698652018-12-14 Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones Bouhlel, Ahlem Curti, Christophe Tabelé, Clémence Vanelle, Patrice Molecules Communication A convenient microwave irradiation protocol was utilized for the synthesis of β-ketosulfones 1–5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)(3). Dihydrofurans 6–10 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 11–15 were synthesized in moderate yields and unexpected cyclopropanes 16–19 were obtained in low yields starting from 1,2-disubstituted alkenes. This protocol offers access to various dihydrofurans which could be tested for their antiparasitic potential. MDPI 2013-04-11 /pmc/articles/PMC6269865/ /pubmed/23579996 http://dx.doi.org/10.3390/molecules18044293 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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 Communication
Bouhlel, Ahlem
Curti, Christophe
Tabelé, Clémence
Vanelle, Patrice
Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones
title Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones
title_full Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones
title_fullStr Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones
title_full_unstemmed Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones
title_short Manganese(III) Acetate-mediated Oxidative Cyclization of α-Methylstyrene and trans-Stilbene with β-Ketosulfones
title_sort manganese(iii) acetate-mediated oxidative cyclization of α-methylstyrene and trans-stilbene with β-ketosulfones
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269865/
https://www.ncbi.nlm.nih.gov/pubmed/23579996
http://dx.doi.org/10.3390/molecules18044293
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