Catalytic Hydrodifluoroalkylation of Unactivated Olefins

[Image: see text] 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...

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Autores principales: Yue, Wen-Jun, Day, Craig S., Brenes Rucinski, Adrian J., Martin, Ruben
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490814/
https://www.ncbi.nlm.nih.gov/pubmed/35815401
http://dx.doi.org/10.1021/acs.orglett.2c01941
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author Yue, Wen-Jun
Day, Craig S.
Brenes Rucinski, Adrian J.
Martin, Ruben
author_facet Yue, Wen-Jun
Day, Craig S.
Brenes Rucinski, Adrian J.
Martin, Ruben
author_sort Yue, Wen-Jun
collection PubMed
description [Image: see text] 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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spelling pubmed-94908142022-09-22 Catalytic Hydrodifluoroalkylation of Unactivated Olefins Yue, Wen-Jun Day, Craig S. Brenes Rucinski, Adrian J. Martin, Ruben Org Lett [Image: see text] 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. American Chemical Society 2022-07-10 2022-07-22 /pmc/articles/PMC9490814/ /pubmed/35815401 http://dx.doi.org/10.1021/acs.orglett.2c01941 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Yue, Wen-Jun
Day, Craig S.
Brenes Rucinski, Adrian J.
Martin, Ruben
Catalytic Hydrodifluoroalkylation of Unactivated Olefins
title Catalytic Hydrodifluoroalkylation of Unactivated Olefins
title_full Catalytic Hydrodifluoroalkylation of Unactivated Olefins
title_fullStr Catalytic Hydrodifluoroalkylation of Unactivated Olefins
title_full_unstemmed Catalytic Hydrodifluoroalkylation of Unactivated Olefins
title_short Catalytic Hydrodifluoroalkylation of Unactivated Olefins
title_sort catalytic hydrodifluoroalkylation of unactivated olefins
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490814/
https://www.ncbi.nlm.nih.gov/pubmed/35815401
http://dx.doi.org/10.1021/acs.orglett.2c01941
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