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Catalytic Stereoselective Intermolecular Fluoroacylation of Unactivated Alkynes via C–F Bond Reconstruction

Year: 2026
Type: article
Abstract: Herein, we report a transition metal-free synthesis of monofluoroalkenes via a C–F bond reconstruction approach. The process employs inexpensive BF3·Et2O as a catalyst for the stereoselective intermolecular fluoroacylation of unactivated alkynes with alkyl/aryl acid fluorides to access various monofluoroalkene products (24 examples, typically >98:<2 Z:E). The synthetic utility of the products was demonstrated via their conversion into various heterocycles (pyrazoles, isoxazoles, and pyrimidines) and fluoroalkene-containing esters/amides.
DOI: 10.1021/acs.orglett.6c03620
Authors: Tanmay Kanji, Asma A. Alharthi, Abdulrahman H. Husayni, Pippa Wainwright, Thomas Wirth, Rebecca L. Melen, Louis C. Morrill
Language: English
Open Access status: hybrid
Estimated APC paid: $4,500
Funders: AstraZeneca, Jazan University, University of Bath, Cardiff University, University of Jeddah, Engineering and Physical Sciences Research Council, School of Chemistry, Cardiff University
OpenAlex ID: W7214535528
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Cites: 29
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