2008/12/18 by James Z. Deng, Daniel V. Paone, Anthony T. Ginnetti +5 · 2 citations
Chemistry · #Catalytic Cross-Coupling Reactions #Catalytic C–H Functionalization Methods #Organoboron and organosilicon chemistry
paper · doi:10.1021/ol802556f
openalex publication_date 2008/12/18 · openalex created_date 2025/10/10 · openalex updated_date 2026/08/01
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.