An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction
An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing stro...
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th-mahidol.315392018-10-19T11:48:28Z An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction Tassaporn Sawangphon Praewpan Katrun Korbua Chaisiwamongkhol Manat Pohmakotr Vichai Reutrakul Thaworn Jaipetch Darunee Soorukram Chutima Kuhakarn Mahidol University Chemistry An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective β-iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. Copyright © Taylor & Francis Group, LLC. 2018-10-19T04:48:28Z 2018-10-19T04:48:28Z 2013-04-22 Article Synthetic Communications. Vol.43, No.12 (2013), 1692-1707 10.1080/00397911.2012.663448 15322432 00397911 2-s2.0-84876263843 https://repository.li.mahidol.ac.th/handle/123456789/31539 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84876263843&origin=inward |
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Chemistry Tassaporn Sawangphon Praewpan Katrun Korbua Chaisiwamongkhol Manat Pohmakotr Vichai Reutrakul Thaworn Jaipetch Darunee Soorukram Chutima Kuhakarn An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
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An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective β-iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. Copyright © Taylor & Francis Group, LLC. |
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Mahidol University |
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Mahidol University Tassaporn Sawangphon Praewpan Katrun Korbua Chaisiwamongkhol Manat Pohmakotr Vichai Reutrakul Thaworn Jaipetch Darunee Soorukram Chutima Kuhakarn |
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Article |
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Tassaporn Sawangphon Praewpan Katrun Korbua Chaisiwamongkhol Manat Pohmakotr Vichai Reutrakul Thaworn Jaipetch Darunee Soorukram Chutima Kuhakarn |
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Tassaporn Sawangphon |
title |
An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
title_short |
An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
title_full |
An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
title_fullStr |
An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
title_full_unstemmed |
An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
title_sort |
improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction |
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2018 |
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https://repository.li.mahidol.ac.th/handle/123456789/31539 |
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1763491797116387328 |