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

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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… Click to show full 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.

Keywords: cyclopropenones organoboronic; ring opening; palladium catalyzed; diaryl unsaturated; catalyzed ring; organoboronic acids

Journal Title: Organic chemistry frontiers
Year Published: 2018

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