Visible‐Light‐Induced Acyl and Thiocyano Pyridylation of Alkenes with Aldehyde and NH4SCN

β‐pyridinyl ketones and β‐pyridinyl thiocyanates are commonly used as an essential organic synthesis intermediate and widely present in various drug molecules and bioactive molecules. Herein, a photoredox catalyzed acyl and thiocyano pyridylation of alkenes with aldehydes and NH4SCN via HAT and SET...

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Published inAdvanced synthesis & catalysis Vol. 367; no. 4
Main Authors Wang, Xu, Jiang, Qi‐Xuan, Xiao, Bi‐Yin, Huang, Wei, Zhang, Feng‐Hua
Format Journal Article
LanguageEnglish
Published Heidelberg Wiley Subscription Services, Inc 18.02.2025
Subjects
Accessibility
Aldehydes
Alkenes
Catalysis
Ketones
metal free
Photoredox catalysis
radical anion
Thiocyanates
β-pyridinyl ketones
β-pyridinyl thiocyanates
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ISSN1615-4150
1615-4169
DOI10.1002/adsc.202401373

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Summary:β‐pyridinyl ketones and β‐pyridinyl thiocyanates are commonly used as an essential organic synthesis intermediate and widely present in various drug molecules and bioactive molecules. Herein, a photoredox catalyzed acyl and thiocyano pyridylation of alkenes with aldehydes and NH4SCN via HAT and SET strategy respectively is described. This protocol employs more readily accessible aldehydes and NH4SCN as radical precursors under redox‐neutral conditions. Moreover, high atom economy, simple and accessible starting materials, late‐stage modification and wide substrate scope including primary, secondary alkyl aldehydes and aromatic aldehydes enable the potential application in the organic synthesis.
Bibliography:These authors contributed equally to this work.
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ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202401373