Synthesis and reactivity of solid-supported organotrifluoroborates in Suzuki cross-coupling |
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Authors: | Colombel Virginie Presset Marc Oehlrich Daniel Rombouts Frederik Molander Gary A |
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Affiliation: | Neuroscience Medicinal Chemistry, Research & Development, Janssen Pharmaceutica, Turnhoutseweg 30, 2340 Beerse, Belgium. |
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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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