Visible Light‐Promoted Cascade Sulfonylation‐Cyclization‐Aromatization of Tertiary Enamides to Access Multi‐Substituted Pyridines and 1,2‐Dihydropyridines

Abstract Functionalized pyridines and 1,2‐dihydropyridines are crucial organic entities in natural products, organic materials, drugs and catalysts. Despite progress, a facile and eco‐friendly synthesis remains desirable so far. In this context, we disclose a novel visible light‐promoted radical cascade sulfonylation‐cyclization‐aromatization of N ‐propargyl enamides with selenosulfonates. This approach avoids the use of metal‐ or photocatalyst, bases and external oxidants, marking a significant advance in sustainable and green chemistry accords. Utilizing this protocol, we successfully synthesized a diverse range of sulfonated 1,2‐dihydropyridines and pyridines, featuring good functional group compatibility, simple operation and mild condition.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-01-27
DOI
https://doi.org/10.1002/adsc.202401516
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.81

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article

Visible Light‐Promoted Cascade Sulfonylation‐Cyclization‐Aromatization of Tertiary Enamides to Access Multi‐Substituted Pyridines and 1,2‐Dihydropyridines

Xinming Xu, Kai Sun, Qian Liu, Sen Chen et al.
3 citations
Advanced Synthesis & Catalysis
Sulfur-Based Synthesis Techniques
2.81
article

Visible Light‐Promoted Cascade Sulfonylation‐Cyclization‐Aromatization of Tertiary Enamides to Access Multi‐Substituted Pyridines and 1,2‐Dihydropyridines

Xinming Xu, Kai Sun, Qian Liu, Sen Chen, Jiping Wang, Miao Tian, Xiaoxu Chen, Jinchun Chen, Zu‐Li Wang
article en
3 citations

Abstract

Abstract Functionalized pyridines and 1,2‐dihydropyridines are crucial organic entities in natural products, organic materials, drugs and catalysts. Despite progress, a facile and eco‐friendly synthesis remains desirable so far. In this context, we disclose a novel visible light‐promoted radical cascade sulfonylation‐cyclization‐aromatization of N ‐propargyl enamides with selenosulfonates. This approach avoids the use of metal‐ or photocatalyst, bases and external oxidants, marking a significant advance in sustainable and green chemistry accords. Utilizing this protocol, we successfully synthesized a diverse range of sulfonated 1,2‐dihydropyridines and pyridines, featuring good functional group compatibility, simple operation and mild condition.

Advanced Synthesis & CatalysisVol. 367(8)
Qingdao Agricultural University (CN), Nanjing Forestry University (CN), Yantai University (CN)
Yantai University, National Natural Science Foundation of China, Natural Science Foundation of Shandong Province
Openalex Percentile: Top 12%
Sulfur-Based Synthesis Techniques
2.81
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