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


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.

SUBMITTER: Melhado AD 

PROVIDER: S-EPMC2904393 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

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

Melhado Asa D AD   Brenzovich William E WE   Lackner Aaron D AD   Toste F Dean FD  

Journal of the American Chemical Society 20100701 26


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. ...[more]

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