Photocatalytic defluorinative α-aminoalkylation of allylic difluorides
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Date
2024
Authors
Semeniuk, Taylor
Dudas, Ty
Okeh, Esther
Felesky, Tanner
Hamel, Jean-Denys
Journal Title
Journal ISSN
Volume Title
Publisher
ACS Publications
Abstract
A photocatalytic process was devised to synthesize monofluoroalkenes via defluorinative functionalization of allylic difluorides. N-Alkylanilines are used as precursors to α-aminoalkyl radicals, which undergo regioselective addition to allylic difluorides, and subsequent SET and fluoride elimination produce monofluoroalkenes. C–C bond formation on the aniline is site-selective for the least substituted carbon α to nitrogen.
Description
Accepted author manuscript
Keywords
Photocatalysts , Hydrocarbons , Chromatography , Molecular structure , Carbon
Citation
Semeniuk, T., Dudas, T., Okeh, E., Felesky, T., & Hamel, J.-D. (2024). Photocatalytic defluorinative α-aminoalkylation of allylic difluorides. Journal of Organic Chemistry, 89(18), 13669-13677. https://doi.org/10.1021/acs.joc.4c01861