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

Author:

Lin Zheng1,Lv Guanghui12,Liu Jianghong1,Tang Jiangyan1,Mu Binsong1,Chen Jian1,Huang Tianle1,Yang Zhongzhen1,Wu Yong1

Affiliation:

1. 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

2. 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

Abstract

Comprehensive SummaryCooperative 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.

Funder

Science and Technology Department of Sichuan Province

Publisher

Wiley

Subject

General Chemistry

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