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One-Pot Synthesis of Arylboronic Acids and Aryl Trifluoroborates by Ir-Catalyzed Borylation of Arenes
150
Citations
29
References
2007
Year
EngineeringBoronic EsterOrganic ChemistryIr-catalyzed BorylationChemistryChemical EngineeringDiversity Oriented SynthesisOne-pot SynthesisPinacol BoronatesArylboronic AcidsCross-coupling ReactionDiversity-oriented SynthesisCatalysisSynthesis MethodAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringNatural SciencesSynthetic Chemistry
[reaction: see text] The synthesis of arylboronic acids and aryl trifluoroborates in a one-pot sequence by Ir-catalyzed borylation of arenes is reported. To prepare the arylboronic acids, the Ir-catalyzed borylation is followed by oxidative cleavage of the boronic ester with NaIO4. To prepare the aryltrifluoroborate, the Ir-catalyzed borylation is followed by displacement of pinacol by KHF2. These two-step sequences give products that are more reactive toward subsequent chemistry than the initially formed pinacol boronates.
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