Photoredox-catalyzed oxytrifluoromethylation of alkenes toward CF<sub>3</sub>-containing five-membered cyclic carbonates

Mao, Yihui; Wang, Xiangquan; Zhong, Chengcheng; Jin, Jinkang; Lu, Zhan

doi:10.1039/d4qo00824c

Org. Chem. Front.

2024

DOI: 10.1039/d4qo00824c

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Photoredox-catalyzed oxytrifluoromethylation of alkenes toward CF₃-containing five-membered cyclic carbonates

Yihui Mao,

Xiangquan Wang,

Chengcheng Zhong

et al.

Abstract: A visible-light-induced oxytrifluoromethylation reaction of carbamate-containing alkenes has been reported for the synthesis of diverse cyclic carbonates and vicinal diols bearing trifluoroethyl substituted quaternary centers.

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Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer

Zhao,

Li,

Yao

et al. 2024

Org. Lett.

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A new iron-catalyzed three-component perfluoroalkylarylation of styrenes with alkyl halides and arenes has been established. Alkyl halides undergo halogen atom transfer with methyl radicals to form alkyl radicals in reactions initiated by a combination of tert-butyl peroxybenzoate and an iron catalyst, thus adducting to the olefins, which results in alkylarylation products. The protocol is compatible with a wide range of perfluoroalkyl and non-perfluoroalkyl halides, features excellent functional group tolerance, and enables the synthesis of structurally diverse 1,1-diaryl fluoro-substituted alkanes.

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Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer

Zhao,

Li,

Yao

et al. 2024

Org. Lett.

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Photoredox-catalyzed oxytrifluoromethylation of alkenes toward CF₃-containing five-membered cyclic carbonates

Abstract: A visible-light-induced oxytrifluoromethylation reaction of carbamate-containing alkenes has been reported for the synthesis of diverse cyclic carbonates and vicinal diols bearing trifluoroethyl substituted quaternary centers.

Cited by 1 publication

References 60 publications

Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer

Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer

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Photoredox-catalyzed oxytrifluoromethylation of alkenes toward CF3-containing five-membered cyclic carbonates

Abstract: A visible-light-induced oxytrifluoromethylation reaction of carbamate-containing alkenes has been reported for the synthesis of diverse cyclic carbonates and vicinal diols bearing trifluoroethyl substituted quaternary centers.

Cited by 1 publication

References 60 publications

Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer

Iron-Catalyzed Perfluoroalkylarylation of Styrenes with Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer

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Photoredox-catalyzed oxytrifluoromethylation of alkenes toward CF₃-containing five-membered cyclic carbonates