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Issue 16, 2019

Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones

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Abstract

A facile and efficient synthesis of 1,3-diketones was developed by the gold(I)-catalyzed regioselective hydration of ynones at room temperature. This methodology employed 2.5 mol% of PPh3AuCl and 3 mol% of AgOTf as a simple catalytic system without any special phosphine ligand and was compatible with a wide range of substrates, giving rise to 1,3-diaryl, 1-alkyl-3-aryl-, and 1,3-dialkyl-1,3-diketones in up to quantitative yields in open flask reactions. This methodology could be readily scaled up to gram-scales.

Graphical abstract: Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones

Supplementary files

Article information


Submitted
28 Feb 2019
Accepted
25 Mar 2019
First published
25 Mar 2019

Org. Biomol. Chem., 2019,17, 3940-3944
Article type
Paper

Facile access to 1,3-diketones by gold(I)-catalyzed regioselective hydration of ynones

J. Kuang, T. Zhou, T. You, J. Chen, C. Su and Y. Xia, Org. Biomol. Chem., 2019, 17, 3940 DOI: 10.1039/C9OB00494G

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