Fluoride-Catalyzed Cross-Coupling of Carbamoyl Fluorides and Alkynylsilanes
Dusty Cadwallader, Dmytro Shevchuk, Tristan R. Tiburcio and Christine M. Le*
*Department of Chemistry, York University, Toronto, Ontario M3J 1P3, Canada,
Email: cmle
yorku.ca
D. Cadwallader, D. Shevchuk, T. R. Tiburcio, C. M. Le, Org. Lett., 2023, 25, 7369-7373.
DOI: 10.1021/acs.orglett.3c02871
Abstract
Tetrabutylammonium fluoride (TBAF) catalyzes a cross-coupling of carbamoyl fluorides with alkynylsilanes to provide alkynamides. C-F bond cleavage is achieved under exceptionally mild conditions (room temperature, low catalyst loadings, and short reaction times) without the need for strongly nucleophilic reagents and/or catalysts. This method tolerates aryl halide moieties.
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Key Words
ID: J54-Y2023
