Issue 30, 2014

Palladium-catalyzed oxidative carbonylative coupling of arylboronic acids with terminal alkynes to alkynones

Abstract

We describe here an interesting palladium-catalyzed oxidative carbonylation of arylboronic acids with terminal alkynes. By the appropriate combination of a palladium salt, a ligand, and an oxidant, the desired alkynones were isolated in moderate to good yields. Notably, all the reactions were performed at room temperature, and moisture and air can be tolerated by this procedure. More importantly, this is the first example of oxidative carbonylative coupling of arylboronic acids with alkynes which filled the missing link in carbonylative coupling reactions.

Graphical abstract: Palladium-catalyzed oxidative carbonylative coupling of arylboronic acids with terminal alkynes to alkynones

Supplementary files

Article information

Article type
Communication
Submitted
02 Jun 2014
Accepted
17 Jun 2014
First published
17 Jun 2014

Org. Biomol. Chem., 2014,12, 5590-5593

Author version available

Palladium-catalyzed oxidative carbonylative coupling of arylboronic acids with terminal alkynes to alkynones

K. Natte, J. Chen, H. Neumann, M. Beller and X. Wu, Org. Biomol. Chem., 2014, 12, 5590 DOI: 10.1039/C4OB01128G

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