Issue 10, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
06 Mar 2018
Accepted
26 Mar 2018
First published
04 Apr 2018

Org. Chem. Front., 2018,5, 1651-1654

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

L. Shan, G. Wu, M. Liu, W. Gao, J. Ding, X. Huang and H. Wu, Org. Chem. Front., 2018, 5, 1651 DOI: 10.1039/C8QO00241J

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