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- W2023831504 abstract "o-C−H silylation of arylboronic acids has been achieved using 2-pyrazol-5-ylaniline as an ortho-directing agent, which was temporarily attached to the boronyl group via Ru-catalyzed silylation with hydrosilanes. Condensation products of arylboronic acids with 2-pyrazol-5-ylaniline were prepared in situ and subjected to reaction with triorganosilanes in the presence of RuH2(CO)(PPh3)3 at 135 °C. Regioselective silylation at their ortho-positions proceeded in good yields for phenylboronic acids bearing para-substituents such as chloro, fluoro, methyl, methoxy, and trifluoromethyl groups. p-Methoxycarbonyl-substituted phenylboronic acid provided the corresponding silylated product in moderate yield. m-Tolyl- and 2-naphthylboronic acids underwent silylation selectively at the less sterically hindered ortho-positions. The silylated products were utilized in Suzuki−Miyaura coupling, followed either by iodination with ICl or by Tamao oxidation to furnish iodine- or hydroxy-substituted biaryls." @default.
- W2023831504 created "2016-06-24" @default.
- W2023831504 creator A5067334549 @default.
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- W2023831504 date "2009-05-12" @default.
- W2023831504 modified "2023-10-18" @default.
- W2023831504 title "Easily Attachable and Detachable <i>ortho</i>-Directing Agent for Arylboronic Acids in Ruthenium-Catalyzed Aromatic C−H Silylation" @default.
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- W2023831504 doi "https://doi.org/10.1021/ja902314v" @default.
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