Visible-Light Photoredox-Catalyzed Direct Decarboxylative Functionalization of α-Keto Acids

A novel and environmentally friendly photocatalytic strategy is presented for generating acyl radicals from benzoylformic acids, which are subsequently trapped by various sulfone-based SOMOphiles. This strategy provides a robust toolkit to access a variety of synthetically important functionalized aryl-ketone derivatives, which efficiently and directly construct acyl-S, acyl-Se, acyl-C, and acyl-N bonds. The broad substrate scope, excellent functional group compatibility, and mild reaction conditions make this protocol practical and attractive.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-08
DOI
https://doi.org/10.1021/acs.joc.4c02011
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.75

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article

Visible-Light Photoredox-Catalyzed Direct Decarboxylative Functionalization of α-Keto Acids

Huangbin Sun, Guo‐Fang Jiang, Jie Tang, Qianfan Zhang et al.
3 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
0.75
article

Visible-Light Photoredox-Catalyzed Direct Decarboxylative Functionalization of α-Keto Acids

Huangbin Sun, Guo‐Fang Jiang, Jie Tang, Qianfan Zhang, Xiaowen Chen
article en
3 citations

Abstract

A novel and environmentally friendly photocatalytic strategy is presented for generating acyl radicals from benzoylformic acids, which are subsequently trapped by various sulfone-based SOMOphiles. This strategy provides a robust toolkit to access a variety of synthetically important functionalized aryl-ketone derivatives, which efficiently and directly construct acyl-S, acyl-Se, acyl-C, and acyl-N bonds. The broad substrate scope, excellent functional group compatibility, and mild reaction conditions make this protocol practical and attractive.

The Journal of Organic ChemistryVol. 89(20)
Hunan University (CN), Shenzhen Polytechnic University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 32%
Sulfur-Based Synthesis Techniques
0.75
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