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...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2018-05-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.14.101 |
| _version_ | 1818912098556575744 |
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| author | Elsa Deruer Vincent Hamel Samuel Blais Sylvain Canesi |
| author_facet | Elsa Deruer Vincent Hamel Samuel Blais Sylvain Canesi |
| author_sort | Elsa Deruer |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-19T23:09:12Z |
| format | Article |
| id | doaj.art-58fb0b7ee4184b4cab25087028480650 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-19T23:09:12Z |
| publishDate | 2018-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-58fb0b7ee4184b4cab250870284806502022-12-21T20:02:16ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972018-05-011411203120710.3762/bjoc.14.1011860-5397-14-101Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagentElsa Deruer0Vincent Hamel1Samuel Blais2Sylvain Canesi3Laboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8 Québec, CanadaLaboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8 Québec, CanadaLaboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8 Québec, CanadaLaboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8 Québec, CanadaAn 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.https://doi.org/10.3762/bjoc.14.101hypervalent iodineoxidationsulfinatessulfonationsulfonium |
| spellingShingle | Elsa Deruer Vincent Hamel Samuel Blais Sylvain Canesi Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent Beilstein Journal of Organic Chemistry hypervalent iodine oxidation sulfinates sulfonation sulfonium |
| 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 | hypervalent iodine oxidation sulfinates sulfonation sulfonium |
| url | https://doi.org/10.3762/bjoc.14.101 |
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