One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation
dc.contributor.advisor | Garcia, Josue Arturo Orellana | |
dc.creator | Wang, Zi | |
dc.date.accessioned | 2018-03-01T13:49:16Z | |
dc.date.available | 2018-03-01T13:49:16Z | |
dc.date.copyright | 2017-04-20 | |
dc.date.issued | 2018-03-01 | |
dc.date.updated | 2018-03-01T13:49:15Z | |
dc.degree.discipline | Chemistry | |
dc.degree.level | Master's | |
dc.degree.name | MSc - Master of Science | |
dc.description.abstract | We 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.uri | http://hdl.handle.net/10315/34276 | |
dc.language.iso | en | |
dc.rights | Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests. | |
dc.subject | Chemistry | |
dc.subject.keywords | Chemistry | |
dc.subject.keywords | Organic chemistry | |
dc.subject.keywords | Synthetic chemistry | |
dc.subject.keywords | Synthesis | |
dc.subject.keywords | Phenols | |
dc.subject.keywords | Phenol synthesis | |
dc.subject.keywords | Cross-coupling | |
dc.subject.keywords | Oxidation | |
dc.subject.keywords | Suzuki | |
dc.subject.keywords | Suzuki-Miyaura | |
dc.subject.keywords | Aerobic oxidation | |
dc.subject.keywords | Boronic acid | |
dc.title | One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation | |
dc.type | Electronic Thesis or Dissertation |
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