Visible-Light-Assisted Enzyme-Catalyzed Cascade Decarboxylative Coupling Reaction of Benzoylformic Acids and Cinnamic Acids to Synthesize Chalcones

A visible light-assisted enzyme-catalyzed biological cascade reaction for the synthesis of chalcones is established by continuous decarboxylative coupling reaction of aroylcarboxylic acids with cinnamic acids in water at 30 °C, and 30 chalcone derivatives are synthesized using this method, of which 5 were natural products. This is the first time that a visible-light-assisted system was introduced into the biological cascade reaction, which effectively promoted the in situ regeneration of coenzyme factors, thus realizing the catalytic cycle of the complete process. Vitamin B<sub>12</sub> (VB<sub>12</sub>) showed a better effect as a photocatalyst. This process extends the scope of the biological cascade and also provides a new solution for the synthesis of chalcone derivatives. Besides, the whole cell transformed biological platform has been used to replace the separation enzyme for in vitro reaction, and the preparation of the crude cell lysate also eliminates the process of intermediate protein purification, effectively saving time and cost.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-02-26
DOI
https://doi.org/10.1021/acs.joc.5c03019
Primary Topic
Biochemical and biochemical processes
Type
article
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article

Visible-Light-Assisted Enzyme-Catalyzed Cascade Decarboxylative Coupling Reaction of Benzoylformic Acids and Cinnamic Acids to Synthesize Chalcones

Hao Wang, Wenbin Sun, Rui Guo, Wenyi Chu
The Journal of Organic Chemistry
Biochemical and biochemical processes
article

Visible-Light-Assisted Enzyme-Catalyzed Cascade Decarboxylative Coupling Reaction of Benzoylformic Acids and Cinnamic Acids to Synthesize Chalcones

Hao Wang, Wenbin Sun, Rui Guo, Wenyi Chu
article en

Abstract

A visible light-assisted enzyme-catalyzed biological cascade reaction for the synthesis of chalcones is established by continuous decarboxylative coupling reaction of aroylcarboxylic acids with cinnamic acids in water at 30 °C, and 30 chalcone derivatives are synthesized using this method, of which 5 were natural products. This is the first time that a visible-light-assisted system was introduced into the biological cascade reaction, which effectively promoted the in situ regeneration of coenzyme factors, thus realizing the catalytic cycle of the complete process. Vitamin B<sub>12</sub> (VB<sub>12</sub>) showed a better effect as a photocatalyst. This process extends the scope of the biological cascade and also provides a new solution for the synthesis of chalcone derivatives. Besides, the whole cell transformed biological platform has been used to replace the separation enzyme for in vitro reaction, and the preparation of the crude cell lysate also eliminates the process of intermediate protein purification, effectively saving time and cost.

The Journal of Organic ChemistryVol. 91(10)
Ministry of Education of the People's Republic of China (CN), Heilongjiang University (CN)
Clean water and sanitation
Openalex Percentile: Top 44%
Biochemical and biochemical processes
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