Visible Light Catalysis Promoted the Synthesis of Tetra‐C‐Substituted Pyrroles under External‐Oxidant‐Free Conditions

Abstract Pyrrole is recognized as a critical component in various natural molecules and bioactive products, making it a focal point in organic synthesis. In this study, we report a novel photoredox strategy that leverages visible light to catalyze the synthesis of tetra‐C‐substituted pyrrole derivatives from enamines, employing acridine and a cobaloxime as catalysts. This method offers significant advantages, including the elimination of external oxidants and the capability to conduct reactions under mild conditions, thereby expanding the range of viable pyrrole derivatives while maintaining functional group compatibility. Mechanism investigations demonstrated that radical species were involved in the process and light irradiation was essential for the efficient transformation.

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Publication Details

Journal
Helvetica Chimica Acta
Published
2025-09-09
DOI
https://doi.org/10.1002/hlca.202500108
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

Visible Light Catalysis Promoted the Synthesis of Tetra‐C‐Substituted Pyrroles under External‐Oxidant‐Free Conditions

Xiu‐Long Yang, Xiaoying Niu, Qingyuan Meng, Qiong Liu et al.
1 citations
Helvetica Chimica Acta
Catalytic C–H Functionalization Methods
0.94
article

Visible Light Catalysis Promoted the Synthesis of Tetra‐C‐Substituted Pyrroles under External‐Oxidant‐Free Conditions

Xiu‐Long Yang, Xiaoying Niu, Qingyuan Meng, Qiong Liu, Haoyuan Li
article en
1 citations

Abstract

Abstract Pyrrole is recognized as a critical component in various natural molecules and bioactive products, making it a focal point in organic synthesis. In this study, we report a novel photoredox strategy that leverages visible light to catalyze the synthesis of tetra‐C‐substituted pyrrole derivatives from enamines, employing acridine and a cobaloxime as catalysts. This method offers significant advantages, including the elimination of external oxidants and the capability to conduct reactions under mild conditions, thereby expanding the range of viable pyrrole derivatives while maintaining functional group compatibility. Mechanism investigations demonstrated that radical species were involved in the process and light irradiation was essential for the efficient transformation.

Helvetica Chimica ActaVol. 108(10)
Chinese Academy of Sciences (CN), Beijing National Laboratory for Molecular Sciences (CN), Institute of Chemistry (CN), University of Chinese Academy of Sciences (CN), Hebei University (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, Natural Science Foundation of Hebei Province
Openalex Percentile: Top 22%
Catalytic C–H Functionalization Methods
0.94
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