{"id":{"repo_id":"york","oai_identifier":"oai:yorkspace.library.yorku.ca:10315/34276"},"canonical_url":"https://search.dev.ndltd.org/etd/york/oai:yorkspace.library.yorku.ca:10315/34276","repository":{"repo_id":"york","name":"York University","base_url":"https://yorkspace.library.yorku.ca/oai/request"},"display":{"title":"One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation","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.","abstract_html":"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.","abstract_has_math":false,"creators":["Wang, Zi"],"institution":null,"degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["Garcia, Josue Arturo Orellana"],"committee_chairs":[],"committee_members":[],"year":2018,"date_issued":"2018-03-01","date_published":"2018-03-01","updated_at":"2026-07-24T06:33:46Z","subjects":["Chemistry"],"languages":["en"],"rights":["Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests."],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/10315/34276","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Garcia, Josue Arturo Orellana"]},{"key":"dc:creator","label":"Author","values":["Wang, Zi"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2018-03-01T13:49:16Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2018-03-01T13:49:16Z"]},{"key":"dc:date.issued","label":"Date","values":["2018-03-01"]},{"key":"dc:type","label":"Dc Type","values":["Electronic Thesis or Dissertation"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests."]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/10315/34276"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["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."]},{"key":"dc:title","label":"Title","values":["One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation"]}]}],"canonical_facts":{"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.issued":["2018-03-01"],"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:title":["One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation"],"dc:type":["Electronic Thesis or Dissertation"]},"updated_at":"2026-07-24T06:33:46Z"}