Advances in Direct Fluoroalkylation of Organic Substrates with Partially Fluorinated Alkyl Motivs

Partially fluorinated alkyl groups other than methyl are increasingly playing crucial roles in the development of fluorinated drugs with diverse biological activities, thus creating an innovative chemical space within organofluorine chemistry. For studies of structure–activity relationships, late-stage modification with such groups or substituents into substrates that bear biological activity is essential. This perspective will study catalytic protocols for the direct introduction of partially fluorinated alkyl groups such monofluoroalkylated (−CHFR, –CH2CH2F), difluoroalkylated (−CF2Me, –CH2CF2H), trifluoroalkylated (−CHR(CF3), –CH2CF3, –CH2CH2CF3, –CH(Me)CF3, –C(Me)2CF3), and pentafluoropropylated (−CH2C2F5) onto (hetero)aromatic compounds, double bonds, isonitriles, alkyl halides, and N, O, and S atoms.

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Publication Details

Journal
ACS Catalysis
Published
2024-10-11
DOI
https://doi.org/10.1021/acscatal.4c04986
Citations
10
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
2.08

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article

Advances in Direct Fluoroalkylation of Organic Substrates with Partially Fluorinated Alkyl Motivs

Sergio M. Bonesi, Al Postigo, Sebastián Barata‐Vallejo
10 citations
ACS Catalysis
Fluorine in Organic Chemistry
2.08
article

Advances in Direct Fluoroalkylation of Organic Substrates with Partially Fluorinated Alkyl Motivs

Sergio M. Bonesi, Al Postigo, Sebastián Barata‐Vallejo
article en
10 citations

Abstract

Partially fluorinated alkyl groups other than methyl are increasingly playing crucial roles in the development of fluorinated drugs with diverse biological activities, thus creating an innovative chemical space within organofluorine chemistry. For studies of structure–activity relationships, late-stage modification with such groups or substituents into substrates that bear biological activity is essential. This perspective will study catalytic protocols for the direct introduction of partially fluorinated alkyl groups such monofluoroalkylated (−CHFR, –CH2CH2F), difluoroalkylated (−CF2Me, –CH2CF2H), trifluoroalkylated (−CHR(CF3), –CH2CF3, –CH2CH2CF3, –CH(Me)CF3, –C(Me)2CF3), and pentafluoropropylated (−CH2C2F5) onto (hetero)aromatic compounds, double bonds, isonitriles, alkyl halides, and N, O, and S atoms.

ACS CatalysisVol. 14(21)
Consejo Nacional de Investigaciones Científicas y Técnicas (AR), Universidad de Buenos Aires (AR), Institute of Organic Synthesis and Photoreactivity (IT), Fundación Ciencias Exactas y Naturales (AR)
Consejo Nacional de Investigaciones Científicas y Técnicas, Universidad de Buenos Aires, Secretaria de Ciencia y Tecnología - Universidad Nacional de Córdoba, Agencia Nacional de Promoción Científica y Tecnológica
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Openalex Percentile: Top 14%
Fluorine in Organic Chemistry
2.08
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