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Kumada coupling of aryl and vinyl tosylates under mild conditions.

Research paper by Michael E ME Limmert, Amy H AH Roy, John F JF Hartwig

Indexed on: 05 Nov '05Published on: 05 Nov '05Published in: Journal of Organic Chemistry



Abstract

[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.