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Synthesis and reactivity of solid-supported organotrifluoroborates in Suzuki cross-coupling
Authors:Colombel Virginie  Presset Marc  Oehlrich Daniel  Rombouts Frederik  Molander Gary A
Affiliation:Neuroscience Medicinal Chemistry, Research & Development, Janssen Pharmaceutica, Turnhoutseweg 30, 2340 Beerse, Belgium.
Abstract:Solid-supported organotrifluoroborates were prepared in high yields by ion exchange with Amberlyst resins. The reactivity of solid supported aryltrifluoroborates was evaluated in Suzuki-Miyaura couplings with numerous aryl bromide partners. Electron-rich and -poor substituents were tolerated on both substrates, providing yields up to 90%. Examples of alkyl-, alkenyl-, alkynyl-, and heteroaryltrifluoborates were also successfully cross-coupled to aryl halides.
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