Selective Access to Functional Fluoroenones via Palladium-Catalyzed Selenofluoroalkylacylation of Terminal Alkynes
Ya Li, Dian Dong, Lintong Chen, Lintong Chen, Hongxuan Du, Cong Zhao, Xiao‐Yan Bai, Lu Chen, Lu Chen, Yibiao Li, Xianghua Zeng, Pierre H. Dixneuf, Min Zhang
Abstract
) is an important motif and widely studied in catalysis, medicinal chemistry, and materials science. Herein, a novel palladium-catalyzed selenofluoroalkylacylation of terminal alkynes with commercially available fluoroalkyl anhydride and diorganyl diselenides to afford β-seleno and aryl/alkyl disubstituted enones under mild conditions is disclosed. In addition, selenodifluoroacetylations and selenoperfluoroacetylations are also suitable for this reaction. Mechanistic studies reveal that this reaction proceeds via an oxidative radical-polar crossover process.
Topics & Concepts
ChemistryCatalysisPalladiumArylCombinatorial chemistryFunctional groupAlkylOrganic chemistryPolymerFluorine in Organic ChemistrySulfur-Based Synthesis Techniques