Gold-catalyzed three-component coupling: oxidative oxyarylation of alkenes.
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.
Melhado
Asa D
AD
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Brenzovich
William E
WE
Lackner
Aaron D
AD
Toste
F Dean
FD
D000438:Alcohols / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D010084:Oxidation-Reduction; D014867:Water / Q000737:chemistry
D000438:Alcohols; D000475:Alkenes; D002264:Carboxylic Acids; D014867:Water; D006046:Gold