Catalytic Hydrodifluoroalkylation of Unactivated Olefins

Herein, we report a modular catalytic technique that streamlines the preparation of gem-difluoroalkanes from unactivated sp 3 precursors. The method is characterized by its simplicity, generality, and site selectivity, including the functionalization of advanced intermediates and olefin feedstocks....

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Bibliographic Details
Published inOrganic letters Vol. 24; no. 28; pp. 5109 - 5114
Main Authors Yue, Wen-Jun, Day, Craig S., Brenes Rucinski, Adrian J., Martin, Ruben
Format Journal Article
LanguageEnglish
Published American Chemical Society 22.07.2022
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Summary:Herein, we report a modular catalytic technique that streamlines the preparation of gem-difluoroalkanes from unactivated sp 3 precursors. The method is characterized by its simplicity, generality, and site selectivity, including the functionalization of advanced intermediates and olefin feedstocks. Our approach is enabled by a cooperative interplay of halogen- and hydrogen-atom transfer, thus offering a new entry point to difluorinated alkyl bioisosteres of interest in drug discovery.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c01941