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Synthesis and reactivity of solid-supported organotrifluoroborates in Suzuki cross-coupling.

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.

SUBMITTER: Colombel V

PROVIDER: S-EPMC3321116 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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Synthesis and reactivity of solid-supported organotrifluoroborates in Suzuki cross-coupling.

Colombel Virginie V Presset Marc M Oehlrich Daniel D Rombouts Frederik F Molander Gary A GA

Organic letters 20120309 7

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. ...[more]

PMID: 22404451

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