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. 2009 Jan 15;11(2):345-7.
doi: 10.1021/ol802556f.

Copper-facilitated Suzuki reactions: application to 2-heterocyclic boronates

James Z Deng  1 , Daniel V Paone, Anthony T Ginnetti, Hideki Kurihara, Spencer D Dreher, Steven A Weissman, Shaun R Stauffer, Christopher S Burgey
Affiliations

Copper-facilitated Suzuki reactions: application to 2-heterocyclic boronates

James Z Deng et al. Org Lett. .

Abstract

The palladium-catalyzed Suzuki-Miyaura reaction has been utilized as one of the most powerful methods for C-C bond formation. However, Suzuki reactions of electron-deficient 2-heterocyclic boronates generally give low conversions and remain challenging. The successful copper(I) facilitated Suzuki coupling of 2-heterocyclic boronates that is broad in scope is reported. Use of this methodology affords greatly enhanced yields of these notoriously difficult couplings. Furthermore, mechanistic investigations suggest a possible role of copper in the catalytic cycle.

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