Visible‐Light‐Induced Acyl and Thiocyano Pyridylation of Alkenes with Aldehyde and NH<sub>4</sub>SCN

Abstract 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 NH 4 SCN via HAT and SET strategy respectively is described. This protocol employs more readily accessible aldehydes and NH 4 SCN 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.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-12-13
DOI
https://doi.org/10.1002/adsc.202401373
Citations
5
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.25
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article

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

Weitong Huang, Fenghua Zhang, Qin Jiang, Bi-Yin Xiao et al.
5 citations
Advanced Synthesis & Catalysis
Sulfur-Based Synthesis Techniques
1.25
article

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

Weitong Huang, Fenghua Zhang, Qin Jiang, Bi-Yin Xiao, Xu Wang
article en
5 citations

Abstract

Abstract 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 NH 4 SCN via HAT and SET strategy respectively is described. This protocol employs more readily accessible aldehydes and NH 4 SCN 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.

Advanced Synthesis & CatalysisVol. 367(4)
Chinese Academy of Sciences (CN), Shanghai Institute of Materia Medica (CN), University of Chinese Academy of Sciences (CN)
Openalex Percentile: Top 22%
Sulfur-Based Synthesis Techniques
1.25
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