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

A new iron-catalyzed three-component\nperfluoroalkylarylation of\nstyrenes with alkyl halides and arenes has been established. Alkyl\nhalides undergo halogen atom transfer with methyl radicals to form\nalkyl radicals in reactions initiated by a combination of <i>tert</i>-butyl peroxybenzoate and an iron catalyst, thus adducting\nto the olefins, which results in alkylarylation products. The protocol\nis compatible with a wide range of perfluoroalkyl and non-perfluoroalkyl\nhalides, features excellent functional group tolerance, and enables\nthe synthesis of structurally diverse 1,1-diaryl fluoro-substituted\nalkanes.

Publication Details

Journal
Figshare
Published
2024-11-18
DOI
https://doi.org/10.1021/acs.orglett.4c04095.s001
Primary Topic
Bioinformatics and Genomic Networks
Type
article
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article

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

Figshare
Bioinformatics and Genomic Networks
article

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

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Abstract

A new iron-catalyzed three-component\nperfluoroalkylarylation of\nstyrenes with alkyl halides and arenes has been established. Alkyl\nhalides undergo halogen atom transfer with methyl radicals to form\nalkyl radicals in reactions initiated by a combination of <i>tert</i>-butyl peroxybenzoate and an iron catalyst, thus adducting\nto the olefins, which results in alkylarylation products. The protocol\nis compatible with a wide range of perfluoroalkyl and non-perfluoroalkyl\nhalides, features excellent functional group tolerance, and enables\nthe synthesis of structurally diverse 1,1-diaryl fluoro-substituted\nalkanes.

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Bioinformatics and Genomic Networks
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Iron-Catalyzed Perfluoroalkylarylation of Styrenes\nwith Arenes and Alkyl Iodides Enabled by Halogen Atom Transfer · Figshare (2024) | TGRS Research Map | TGRS