Radical Alkynylations with EthynylBenziodoXolones: from Photocatalysis to Direct Excitation

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 firs...

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Bibliographic Details
Published in:Chimia Vol. 76; no. 4; pp. 312 - 315
Main Authors: Amos, Stephanie G E, Waser, Jerome
Format: Journal Article
Language:English
Published: Switzerland Swiss Chemical Society 27-04-2022
Subjects:
Alkyne
Deoxygenation
Difunctionalisation
Photochemistry
Difunctionalization
Deoxygenation
Alkyne
Photochemistry
Online Access:Get full text
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Summary: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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ISSN:0009-4293
2673-2424
DOI:10.2533/chimia.2022.312