Using a standard mercury vapour lamp or sunlight, the synthetically difficult task of introducing functionality into unactivated cycloalkanes through C - C bond formation is accomplished in the presence of a soluble or supported photomediator and an alkyne bearing an electron-withdrawing group. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the beta-carbon of the alkyne. The use of solar radiation and a potentially recyclable polymer-bound photomediator for this fundamentally important synthetic process is particularly attractive from the clean/green chemistry perspective.
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