Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent

An alternative method for forming sulfonates through hypervalent iodine(III) reagent-mediated oxidation of sodium sulfinates has been developed. This transformation involves trapping reactive sulfonium species using alcohols. With additional optimization of the reaction conditions, the method appear...

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Detalles Bibliográficos
Autores principales: Deruer, Elsa, Hamel, Vincent, Blais, Samuel, Canesi, Sylvain
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009181/
https://www.ncbi.nlm.nih.gov/pubmed/29977387
http://dx.doi.org/10.3762/bjoc.14.101
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author Deruer, Elsa
Hamel, Vincent
Blais, Samuel
Canesi, Sylvain
author_facet Deruer, Elsa
Hamel, Vincent
Blais, Samuel
Canesi, Sylvain
author_sort Deruer, Elsa
collection PubMed
description An alternative method for forming sulfonates through hypervalent iodine(III) reagent-mediated oxidation of sodium sulfinates has been developed. This transformation involves trapping reactive sulfonium species using alcohols. With additional optimization of the reaction conditions, the method appears extendable to other nucleophiles such as electron-rich aromatic systems or cyclic ethers through a ring opening pathway.
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spelling pubmed-60091812018-07-05 Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent Deruer, Elsa Hamel, Vincent Blais, Samuel Canesi, Sylvain Beilstein J Org Chem Letter An alternative method for forming sulfonates through hypervalent iodine(III) reagent-mediated oxidation of sodium sulfinates has been developed. This transformation involves trapping reactive sulfonium species using alcohols. With additional optimization of the reaction conditions, the method appears extendable to other nucleophiles such as electron-rich aromatic systems or cyclic ethers through a ring opening pathway. Beilstein-Institut 2018-05-24 /pmc/articles/PMC6009181/ /pubmed/29977387 http://dx.doi.org/10.3762/bjoc.14.101 Text en Copyright © 2018, Deruer et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Deruer, Elsa
Hamel, Vincent
Blais, Samuel
Canesi, Sylvain
Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
title Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
title_full Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
title_fullStr Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
title_full_unstemmed Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
title_short Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
title_sort rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(iii) reagent
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009181/
https://www.ncbi.nlm.nih.gov/pubmed/29977387
http://dx.doi.org/10.3762/bjoc.14.101
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