Issue 5, 2006

The photomediated reaction of alkynes with cycloalkanes

Abstract

In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used.

Graphical abstract: The photomediated reaction of alkynes with cycloalkanes

Article information

Article type
Paper
Submitted
13 Dec 2005
Accepted
20 Jan 2006
First published
06 Feb 2006

Org. Biomol. Chem., 2006,004, 942-952

The photomediated reaction of alkynes with cycloalkanes

R. A. Doohan, J. J. Hannan and N. W. A. Geraghty, Org. Biomol. Chem., 2006, 004, 942 DOI: 10.1039/B517631J

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