Sequential One-Pot\nTransformation to R–CF<sub>2</sub>‑Embedded 1,5-Diketones\nEnabled by Nickel: Access to\n4‑Perfluoroalkylpyridines
Herein, we have demonstrated the\napplication of bench-stable\npolyfluorinated\nalcohols as fluoroalkylating reagents for a sequential one-pot transformation\nwith ketones to R–CF<sub>2</sub>-embedded 1,5-diketones and\npyridines enabled by a nickel catalyst. The protocol is tolerant to\na range of functional groups (>31 examples and up to 85% yield)\nand\nperfluoro alcohols and releases H<sub>2</sub> and H<sub>2</sub>O as\nbyproducts. Preliminary mechanistic studies, EPR analyses, and deuterium\nscrambling experiments were performed, and observed <i>P</i><sub>C–H</sub>/<i>P</i><sub>C‑D</sub> = 2.12.
Publication Details
- Journal
- Figshare
- Published
- 2024-10-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c03478.s001
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00