Issue 48, 2014

Selective oxygenation of alkynes: a direct approach to diketones and vinyl acetate

Abstract

Arylalkynes can be converted into α-diketones with the use of a copper catalyst, and also be transformed into vinyl acetates under metal-free conditions, both in the presence of PhI(OAc)2 as an oxidant at room temperature. A series of substituted α-diketones were prepared in moderate to good yields. A variety of vinyl halides could be regio- and stereo-selectively synthesized under mild conditions, and I, Br and Cl could be all easily embedded into the alkynes.

Graphical abstract: Selective oxygenation of alkynes: a direct approach to diketones and vinyl acetate

Supplementary files

Article information

Article type
Paper
Submitted
07 Jul 2014
Accepted
09 Oct 2014
First published
09 Oct 2014

Org. Biomol. Chem., 2014,12, 9909-9913

Author version available

Selective oxygenation of alkynes: a direct approach to diketones and vinyl acetate

X. Xia, Z. Gu, W. Liu, N. Wang, H. Wang, Y. Xia, H. Gao and X. Liu, Org. Biomol. Chem., 2014, 12, 9909 DOI: 10.1039/C4OB01404A

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