posted on 2024-01-19, 13:38authored byYa Li, Dian Dong, Lintong Chen, Hongxuan Du, Cong Zhao, Xiaoyan Bai, Lu Chen, Yibiao Li, Xianghua Zeng, Pierre H. Dixneuf, Min Zhang
The
trifluoromethylacyl group (−COCF3) 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.