Publication | Open Access
Iridium-Catalyzed C4-Alkylation of 2,6-Di-tert-butylphenol by Using Hydrogen-Borrowing Catalysis
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2016
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Chemical EngineeringNovel OrganocatalystsEngineeringNatural SciencesDiversity-oriented SynthesisHydrogen-borrowing CatalysisOrganic ChemistryIridium-catalyzed Hydrogen-borrowing ProcessOrganometallic CatalysisCatalysisSynthetic ManipulationsChemistryHydrogenPrimary AlcoholsHomogeneous CatalysisAsymmetric CatalysisCatalytic Synthesis
An iridium-catalyzed hydrogen-borrowing process has been developed whereby 2,6-di-<i>tert</i>-butylphenol can be alkylated at the C4-position by using a range of primary alcohols (11 examples, 40–93% yield). Following this, a selection of the products obtained underwent retro-Friedel–Crafts reactions to provide <i>para</i>-substituted phenols, which could potentially undergo further synthetic manipulations.