Volume 42, Issue 5 pp. 511-515
Concise Report

Cooperative NHC/Photoredox Catalysis: Three-Component Reaction of Aroyl Fluorides, Styrenes and Oxalates

Zheng Lin

Zheng Lin

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

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Guanghui Lv

Guanghui Lv

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

Department of Pharmacy, Hubei Provincial Clinical Research Center for Umbilical Cord Blood Hematopoietic Stem Cells, Taihe Hospital, Hubei University of Medicine, Shiyan, Hubei, 442000 China

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Jianghong Liu

Jianghong Liu

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

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Jiangyan Tang

Jiangyan Tang

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

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Binsong Mu

Binsong Mu

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

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Jian Chen

Jian Chen

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

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Tianle Huang

Tianle Huang

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

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Zhongzhen Yang

Corresponding Author

Zhongzhen Yang

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

E-mail: [email protected]; [email protected]Search for more papers by this author
Yong Wu

Corresponding Author

Yong Wu

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041 China

E-mail: [email protected]; [email protected]Search for more papers by this author
First published: 01 November 2023
Citations: 2

Comprehensive Summary

Cooperative NHC/photoredox catalysis has emerged as an important research field in recent years. Herein, this article describes the use of cesium salt derivatives of tert-alcohols as alkyl radical precursors in a three-component reaction with styrene and aromatic acyl fluorides to synthesize α-arylalkyl aryl ketones. The aroyl fluoride reacts with the NHC catalyst, leading to the formation of an acyl azolium ion. This acyl azolium ion can then be reduced by the photoredox catalyst, generating the corresponding ketyl radical anion. The C-radical generated from oxalate oxidation undergoes an addition reaction with the styrene derivative, followed by cross-coupling of the addition radical with the ketone radical, which is fragmented by NHC to give the target ketone.image

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