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α,β-Diaryl unsaturated ketones via palladium-catalyzed ring-opening of cyclopropenones with organoboronic acids†
Lidong Shan,Ge Wu,Miaochang Liu,Wenxia Gao,Jinchang Ding,Xiaobo Huang,Huayue Wu
Organic Chemistry Frontiers Pub Date : 04/04/2018 00:00:00 , DOI:10.1039/C8QO00241J
Abstract

Palladium-catalyzed ring-opening acylation of cyclopropenones with organoboronic acids at room temperature has been developed. Both arylboronic acids and vinylboronic acids are viable in this acylation reaction, providing a new protocol to synthesise α,β-diaryl unsaturated ketones with good yields and excellent stereospecificity. Preliminary mechanistic studies indicated that a vinylpalladium intermediate was generated in this procedure.

Graphical abstract: α,β-Diaryl unsaturated ketones via palladium-catalyzed ring-opening of cyclopropenones with organoboronic acids
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