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One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation

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dc.contributor.advisorGarcia, Josue Arturo Orellana
dc.creatorWang, Zi
dc.date.accessioned2018-03-01T13:49:16Z
dc.date.available2018-03-01T13:49:16Z
dc.date.copyright2017-04-20
dc.date.issued2018-03-01
dc.date.updated2018-03-01T13:49:15Z
dc.degree.disciplineChemistry
dc.degree.levelMaster's
dc.degree.nameMSc - Master of Science
dc.description.abstractWe have developed a two-step synthesis of meta-substituted phenols in one pot, in good to excellent yield. A Pd2+ source is the catalyst for both steps of the synthesis, which includes a cross-coupling reaction between -chlorocyclohexenones with boronic acids, followed by aerobic oxidation of the resulting enone. This method is also suitable for the synthesis of meta- and ortho-disubstituted phenols, which have so far been especially difficult to access using existing synthetic methods. The scope of the reaction was explored by combining different substituted -chlorocyclohexenones with a wide range of different boronic acids and boronate esters using optimized reaction conditions, leading to the synthesis of meta-substituted phenols in moderate to good yields.
dc.identifier.urihttp://hdl.handle.net/10315/34276
dc.language.isoen
dc.rightsAuthor owns copyright, except where explicitly noted. Please contact the author directly with licensing requests.
dc.subjectChemistry
dc.subject.keywordsChemistry
dc.subject.keywordsOrganic chemistry
dc.subject.keywordsSynthetic chemistry
dc.subject.keywordsSynthesis
dc.subject.keywordsPhenols
dc.subject.keywordsPhenol synthesis
dc.subject.keywordsCross-coupling
dc.subject.keywordsOxidation
dc.subject.keywordsSuzuki
dc.subject.keywordsSuzuki-Miyaura
dc.subject.keywordsAerobic oxidation
dc.subject.keywordsBoronic acid
dc.titleOne-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation
dc.typeElectronic Thesis or Dissertation

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