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Updated: Oct 3, 2025

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Palladium-Catalyzed Regioselective Arylalkenylation of Ynamides
Rajeshwer Vanjari1, Shubham Dutta1, Shengwen Yang2,3
1School of Chemistry, University of Hyderabad, Hyderabad-500046, Telangana, India.
Abstract:
A cationic palladium-catalyzed arylalkenylation of ynamides is presented. The putative keteniminium arylpalladium intermediate likely dictates the regioselective carbopalladation of the ynamide to form a vinylpalladium species. The capture of this complex by the olefin yields linear conjugated β-alkenyl aminodienes (especially with trans selectivity). The transformation features a broad scope with labile functional group tolerance and makes 42 unusual molecular scaffolds with structural diversity. DFT studies provide valuable insights into the reaction mechanism.
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