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. 2010 Jul 7;132(26):8885-7.
doi: 10.1021/ja1034123.

Gold-catalyzed three-component coupling: oxidative oxyarylation of alkenes

Asa D Melhado  1 , William E Brenzovich Jr, Aaron D Lackner, F Dean Toste
Affiliations

Gold-catalyzed three-component coupling: oxidative oxyarylation of alkenes

Asa D Melhado et al. J Am Chem Soc. .

Abstract

The three-component coupling of terminal alkenes with arylboronic acids and oxygen nucleophiles is described. The reaction employs a binuclear gold(I) bromide as a catalyst and Selectfluor reagent as the stoichiometric oxidant. Alcohols, carboxylic acids, and water can be employed as oxygen nucleophiles, thus providing an efficient entry into beta-aryl ethers, esters, and alcohols from alkenes.

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Figures

Figure 1
Figure 1
Proposed catalytic cycle for alkene hydroxyarylation.
See this image and copyright information in PMC

References

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