Kumada coupling of aryl and vinyl tosylates under mild conditions.
[Reaction: see text]. Aryl and alkenyl tosylates are easily prepared, inexpensive and, thus, attractive for transition-metal-catalyzed couplings, but their reactivity is low. We report examples of mild, palladium-catalyzed coupling of aryl, alkenyl, and alkyl Grignard reagents with aryl and alkenyl tosylates. The resulting biaryls, vinylarenes, and alkylarenes were isolated in good to excellent yield. These couplings were conducted with a nearly equimolar ratio of the two reactants, and many examples were conducted at room temperature.
Limmert
Michael E
ME
Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 06520-8107, USA.
Roy
Amy H
AH
Hartwig
John F
JF
D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000494:pharmacology*; D014105:Tosyl Compounds / Q000737:chemistry*
D014105:Tosyl Compounds; D010165:Palladium