Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation
Ethynylbenziodoxolones (EBXs) have recently emerged as potent reagents for the alkynylation of radicals. Their combination with photocatalysis allows the synthesis of valuable alkynes at room temperature. Herein, we discuss two photomediated strategies for the synthesis of internal alkynes. The fir...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
2022-04-01
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| Series: | CHIMIA |
| Subjects: | |
| Online Access: | https://chimia.ch/chimia/article/view/5881 |
| _version_ | 1818235140947574784 |
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| author | Stephanie G. E. Amos Jerome Waser |
| author_facet | Stephanie G. E. Amos Jerome Waser |
| author_sort | Stephanie G. E. Amos |
| collection | DOAJ |
| description |
Ethynylbenziodoxolones (EBXs) have recently emerged as potent reagents for the alkynylation of radicals. Their combination with photocatalysis allows the synthesis of valuable alkynes at room temperature. Herein, we discuss two photomediated strategies for the synthesis of internal alkynes. The first transformation is a 1,2-oxyalkynylation of N- and O-alkenes using 4ClCzIPN as a photocatalyst. The second strategy makes use of EBXs as strong photooxidants allowing the oxidation of a variety of substrates with no need for a photocatalyst.
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| first_indexed | 2024-12-12T11:49:15Z |
| format | Article |
| id | doaj.art-89dd6438e13844bea63f17bde0b168fa |
| institution | Directory Open Access Journal |
| issn | 0009-4293 2673-2424 |
| language | deu |
| last_indexed | 2024-12-12T11:49:15Z |
| publishDate | 2022-04-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj.art-89dd6438e13844bea63f17bde0b168fa2022-12-22T00:25:22ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242022-04-0176410.2533/chimia.2022.312Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct ExcitationStephanie G. E. Amos0Jerome Waser1SB-ISIC LCSO, EPFL, Lausanne, CH-1015 LausanneSB-ISIC LCSO, EPFL, Lausanne, CH-1015 Lausanne Ethynylbenziodoxolones (EBXs) have recently emerged as potent reagents for the alkynylation of radicals. Their combination with photocatalysis allows the synthesis of valuable alkynes at room temperature. Herein, we discuss two photomediated strategies for the synthesis of internal alkynes. The first transformation is a 1,2-oxyalkynylation of N- and O-alkenes using 4ClCzIPN as a photocatalyst. The second strategy makes use of EBXs as strong photooxidants allowing the oxidation of a variety of substrates with no need for a photocatalyst. https://chimia.ch/chimia/article/view/5881AlkyneDifunctionalisationDeoxygenationPhotochemistry |
| spellingShingle | Stephanie G. E. Amos Jerome Waser Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation CHIMIA Alkyne Difunctionalisation Deoxygenation Photochemistry |
| title | Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation |
| title_full | Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation |
| title_fullStr | Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation |
| title_full_unstemmed | Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation |
| title_short | Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation |
| title_sort | radical alkynylations with ethynylbenziodoxolones from photocatalysis to direct excitation |
| topic | Alkyne Difunctionalisation Deoxygenation Photochemistry |
| url | https://chimia.ch/chimia/article/view/5881 |
| work_keys_str_mv | AT stephaniegeamos radicalalkynylationswithethynylbenziodoxolonesfromphotocatalysistodirectexcitation AT jeromewaser radicalalkynylationswithethynylbenziodoxolonesfromphotocatalysistodirectexcitation |