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A general method for Suzuki-Miyaura coupling reactions using lithium triisopropyl borates.

ABSTRACT: Conditions for the Suzuki-Miyaura coupling of lithium triisopropyl borates are reported, as well as a procedure for a one-pot lithiation, borylation, and subsequent Suzuki-Miyaura coupling of various heterocycles with aryl halides. These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature.

SUBMITTER: Oberli MA

PROVIDER: S-EPMC3684691 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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A general method for Suzuki-Miyaura coupling reactions using lithium triisopropyl borates.

Oberli Matthias A MA Buchwald Stephen L SL

Organic letters 20120815 17

Conditions for the Suzuki-Miyaura coupling of lithium triisopropyl borates are reported, as well as a procedure for a one-pot lithiation, borylation, and subsequent Suzuki-Miyaura coupling of various heterocycles with aryl halides. These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature. ...[more]

PMID: 22894743

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