Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts
The reactivity of our recently disclosed hypervalent iodine reagents (HIRs) bearing a benzylamine with in situ-generated sulfenate salts was investigated. Under the studied conditions sulfonamides have been obtained in up to 52% yield. This reaction has been extended to a variety of HIRs and sulfena...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2024-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.20.272 |
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| author | Beatriz Dedeiras Catarina S. Caldeira José C. Cunha Clara S. B. Gomes M. Manuel B. Marques |
| author_facet | Beatriz Dedeiras Catarina S. Caldeira José C. Cunha Clara S. B. Gomes M. Manuel B. Marques |
| author_sort | Beatriz Dedeiras |
| collection | DOAJ |
| description | The reactivity of our recently disclosed hypervalent iodine reagents (HIRs) bearing a benzylamine with in situ-generated sulfenate salts was investigated. Under the studied conditions sulfonamides have been obtained in up to 52% yield. This reaction has been extended to a variety of HIRs and sulfenate salts to explore the different reactivity of these new reagents. A plausible mechanism is proposed, suggesting a possible radical pathway. |
| format | Article |
| id | doaj-art-d7d722829854437aa48395d04321f534 |
| institution | Kabale University |
| issn | 1860-5397 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-d7d722829854437aa48395d04321f5342025-01-06T12:27:36ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972024-12-012013281328910.3762/bjoc.20.2721860-5397-20-272Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate saltsBeatriz Dedeiras0Catarina S. Caldeira1José C. Cunha2Clara S. B. Gomes3M. Manuel B. Marques4LAQV-REQUIMTE, Department of Chemistry, NOVA School of Science and Technology, NOVA FCT , 2829-516 Caparica, Portugal LAQV-REQUIMTE, Department of Chemistry, NOVA School of Science and Technology, NOVA FCT , 2829-516 Caparica, Portugal LAQV-REQUIMTE, Department of Chemistry, NOVA School of Science and Technology, NOVA FCT , 2829-516 Caparica, Portugal LAQV-REQUIMTE, Department of Chemistry, NOVA School of Science and Technology, NOVA FCT , 2829-516 Caparica, Portugal LAQV-REQUIMTE, Department of Chemistry, NOVA School of Science and Technology, NOVA FCT , 2829-516 Caparica, Portugal The reactivity of our recently disclosed hypervalent iodine reagents (HIRs) bearing a benzylamine with in situ-generated sulfenate salts was investigated. Under the studied conditions sulfonamides have been obtained in up to 52% yield. This reaction has been extended to a variety of HIRs and sulfenate salts to explore the different reactivity of these new reagents. A plausible mechanism is proposed, suggesting a possible radical pathway.https://doi.org/10.3762/bjoc.20.272electrophilic aminationhypervalent iodine reagentssulfinamidesulfonamide |
| spellingShingle | Beatriz Dedeiras Catarina S. Caldeira José C. Cunha Clara S. B. Gomes M. Manuel B. Marques Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts Beilstein Journal of Organic Chemistry electrophilic amination hypervalent iodine reagents sulfinamide sulfonamide |
| title | Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts |
| title_full | Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts |
| title_fullStr | Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts |
| title_full_unstemmed | Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts |
| title_short | Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts |
| title_sort | reactivity of hypervalent iodine iii reagents bearing a benzylamine with sulfenate salts |
| topic | electrophilic amination hypervalent iodine reagents sulfinamide sulfonamide |
| url | https://doi.org/10.3762/bjoc.20.272 |
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