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Visible-Light-Promoted Synthesis of α-CF<sub>2</sub>H-Substituted Ketones by Radical Difluoromethylation of Enol Acetates

Zengqiang Feng, Baoxiang Zhu, Bingbing Dong, Li Cheng, Yunpu Li, Zechao Wang, Junliang Wu

2020Organic Letters47 citationsDOI

Abstract

An efficient and novel visible-light-promoted radical difluoromethylation of enol acetates for the synthesis of α-CF2H-substituted ketones has been described. Upon irradiation under blue LED with catalytic amounts of fac-Ir(ppy)3, this photocatalytic procedure employs difluoromethyltriphenylphosphonium bromide as a radical precursor. Various α-CF2H-substituted ketones are successfully created via designed systems based on the SET process. The methodology has also provided an operationally simple process with broad functional group compatibility.

Topics & Concepts

ChemistryEnolPhotocatalysisBromideVisible spectrumCatalysisPhotochemistryCombinatorial chemistryOrganic chemistryPhysicsOptoelectronicsFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds
Visible-Light-Promoted Synthesis of α-CF<sub>2</sub>H-Substituted Ketones by Radical Difluoromethylation of Enol Acetates | Litcius