{"id":{"repo_id":"strathclyde","oai_identifier":"oai:strathclyde:ws859f66b"},"canonical_url":"https://search.dev.ndltd.org/etd/strathclyde/oai:strathclyde:ws859f66b","repository":{"repo_id":"strathclyde","name":"University of Strathclyde","base_url":"https://stax.strath.ac.uk/catalog/oai"},"display":{"title":"Expedient access to C-aryl linked saturated heterocyclic motifs","abstract":"Over the past decade, there has been a significant increase in the overall degree of saturation in candidate molecules. Increased sp3 character has been linked to a variety of improved physicochemical properties, including greater solubility and an improved likelihood of clinical success. Based on this, a range of methods have been developed to synthesise compounds with high saturation, particularly with respect to sp2-sp3 cross-coupling reactions. Many of these approaches suffer from severe drawbacks, such as a lack of generality and the requirement for bespoke, complex catalyst systems. After initial investigation into a Suzuki-Miyaura approach towards the molecules of interest, the development of a one-pot Suzuki-Miyaura-hydrogenation was explored. This method was found to be highly general and tolerant of a wide range of functionalities. Scheme 1: Developed Suzuki-Miyaura-hydrogenation methodology [Figure available in print copy]. Subsequently, the methodology was extended to allow for a transfer hydrogenation protocol. This process was broadly applicable to a range of synthetic methods, including an array format and the synthesis of multiple biologically active compounds. Scheme 2: Developed Suzuki-Miyaura-transfer-hydrogenation methodology [Figure available in print copy].","abstract_html":"Over the past decade, there has been a significant increase in the overall degree of saturation in candidate molecules. Increased sp3 character has been linked to a variety of improved physicochemical properties, including greater solubility and an improved likelihood of clinical success. Based on this, a range of methods have been developed to synthesise compounds with high saturation, particularly with respect to sp2-sp3 cross-coupling reactions. Many of these approaches suffer from severe drawbacks, such as a lack of generality and the requirement for bespoke, complex catalyst systems. After initial investigation into a Suzuki-Miyaura approach towards the molecules of interest, the development of a one-pot Suzuki-Miyaura-hydrogenation was explored. This method was found to be highly general and tolerant of a wide range of functionalities. Scheme 1: Developed Suzuki-Miyaura-hydrogenation methodology [Figure available in print copy]. Subsequently, the methodology was extended to allow for a transfer hydrogenation protocol. This process was broadly applicable to a range of synthetic methods, including an array format and the synthesis of multiple biologically active compounds. Scheme 2: Developed Suzuki-Miyaura-transfer-hydrogenation methodology [Figure available in print copy].","abstract_has_math":false,"creators":["Campbell, Peter"],"institution":"University of Strathclyde","degree_name":"phd","degree_level":"doctoral-pg","degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["Jamieson, Craig"],"committee_chairs":[],"committee_members":[],"year":2018,"date_issued":"2018","date_published":"2018","updated_at":"2026-07-24T04:52:18Z","subjects":[],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier.doi","label":"DOI","values":["10.48730/amcg-zb83"],"render_values":[{"text":"10.48730/amcg-zb83","href":"https://doi.org/10.48730/amcg-zb83","code":true}]},{"key":"dc:identifier","label":"Identifier","values":["T15089"],"render_values":[{"text":"T15089","href":null,"code":true}]},{"key":"dc:creator.authoridentifier","label":"Author Identifier","values":["201463888"],"render_values":[{"text":"201463888","href":null,"code":true}]}]},"links":{"outbound_url":"https://stax.strath.ac.uk/concern/theses/ws859f66b","outbound_label":"Repository record","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Jamieson, Craig"]},{"key":"dc:creator","label":"Author","values":["Campbell, Peter"]},{"key":"dc:creator.authoridentifier","label":"Author Identifier","values":["201463888"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2018"]},{"key":"dc:date.issued","label":"Date","values":["2018"]},{"key":"dc:publisher.department","label":"Dc Publisher Department","values":["Department of Pure and Applied Chemistry"]},{"key":"dc:publisher.institution","label":"Dc Publisher Institution","values":["University of Strathclyde"]},{"key":"dc:type.qualificationlevel","label":"Dc Type Qualificationlevel","values":["doctoral-pg"]},{"key":"dc:type.qualificationname","label":"Dc Type Qualificationname","values":["phd"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["T15089"]},{"key":"dc:identifier.doi","label":"DOI","values":["10.48730/amcg-zb83"]},{"key":"dc:identifier.uri","label":"Identifier URI","values":["https://stax.strath.ac.uk/concern/theses/ws859f66b"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["This thesis was previously restricted to Strathclyde users only from 1st March 2019 until 1st March 2024.","Over the past decade, there has been a significant increase in the overall degree of saturation in candidate molecules. Increased sp3 character has been linked to a variety of improved physicochemical properties, including greater solubility and an improved likelihood of clinical success. Based on this, a range of methods have been developed to synthesise compounds with high saturation, particularly with respect to sp2-sp3 cross-coupling reactions. Many of these approaches suffer from severe drawbacks, such as a lack of generality and the requirement for bespoke, complex catalyst systems. After initial investigation into a Suzuki-Miyaura approach towards the molecules of interest, the development of a one-pot Suzuki-Miyaura-hydrogenation was explored. This method was found to be highly general and tolerant of a wide range of functionalities. Scheme 1: Developed Suzuki-Miyaura-hydrogenation methodology [Figure available in print copy]. Subsequently, the methodology was extended to allow for a transfer hydrogenation protocol. This process was broadly applicable to a range of synthetic methods, including an array format and the synthesis of multiple biologically active compounds. Scheme 2: Developed Suzuki-Miyaura-transfer-hydrogenation methodology [Figure available in print copy]."]},{"key":"dc:description.abstract","label":"Abstract","values":["Over the past decade, there has been a significant increase in the overall degree of saturation in candidate molecules. Increased sp3 character has been linked to a variety of improved physicochemical properties, including greater solubility and an improved likelihood of clinical success. Based on this, a range of methods have been developed to synthesise compounds with high saturation, particularly with respect to sp2-sp3 cross-coupling reactions. Many of these approaches suffer from severe drawbacks, such as a lack of generality and the requirement for bespoke, complex catalyst systems. After initial investigation into a Suzuki-Miyaura approach towards the molecules of interest, the development of a one-pot Suzuki-Miyaura-hydrogenation was explored. This method was found to be highly general and tolerant of a wide range of functionalities. Scheme 1: Developed Suzuki-Miyaura-hydrogenation methodology [Figure available in print copy]. Subsequently, the methodology was extended to allow for a transfer hydrogenation protocol. This process was broadly applicable to a range of synthetic methods, including an array format and the synthesis of multiple biologically active compounds. Scheme 2: Developed Suzuki-Miyaura-transfer-hydrogenation methodology [Figure available in print copy]."]},{"key":"dc:title","label":"Title","values":["Expedient access to C-aryl linked saturated heterocyclic motifs"]}]}],"canonical_facts":{"dc:contributor.advisor":["Jamieson, Craig"],"dc:creator":["Campbell, Peter"],"dc:creator.authoridentifier":["201463888"],"dc:date":["2018"],"dc:date.issued":["2018"],"dc:description":["This thesis was previously restricted to Strathclyde users only from 1st March 2019 until 1st March 2024.","Over the past decade, there has been a significant increase in the overall degree of saturation in candidate molecules. Increased sp3 character has been linked to a variety of improved physicochemical properties, including greater solubility and an improved likelihood of clinical success. Based on this, a range of methods have been developed to synthesise compounds with high saturation, particularly with respect to sp2-sp3 cross-coupling reactions. Many of these approaches suffer from severe drawbacks, such as a lack of generality and the requirement for bespoke, complex catalyst systems. After initial investigation into a Suzuki-Miyaura approach towards the molecules of interest, the development of a one-pot Suzuki-Miyaura-hydrogenation was explored. This method was found to be highly general and tolerant of a wide range of functionalities. Scheme 1: Developed Suzuki-Miyaura-hydrogenation methodology [Figure available in print copy]. Subsequently, the methodology was extended to allow for a transfer hydrogenation protocol. This process was broadly applicable to a range of synthetic methods, including an array format and the synthesis of multiple biologically active compounds. Scheme 2: Developed Suzuki-Miyaura-transfer-hydrogenation methodology [Figure available in print copy]."],"dc:description.abstract":["Over the past decade, there has been a significant increase in the overall degree of saturation in candidate molecules. Increased sp3 character has been linked to a variety of improved physicochemical properties, including greater solubility and an improved likelihood of clinical success. Based on this, a range of methods have been developed to synthesise compounds with high saturation, particularly with respect to sp2-sp3 cross-coupling reactions. Many of these approaches suffer from severe drawbacks, such as a lack of generality and the requirement for bespoke, complex catalyst systems. After initial investigation into a Suzuki-Miyaura approach towards the molecules of interest, the development of a one-pot Suzuki-Miyaura-hydrogenation was explored. This method was found to be highly general and tolerant of a wide range of functionalities. Scheme 1: Developed Suzuki-Miyaura-hydrogenation methodology [Figure available in print copy]. Subsequently, the methodology was extended to allow for a transfer hydrogenation protocol. This process was broadly applicable to a range of synthetic methods, including an array format and the synthesis of multiple biologically active compounds. Scheme 2: Developed Suzuki-Miyaura-transfer-hydrogenation methodology [Figure available in print copy]."],"dc:identifier":["T15089"],"dc:identifier.doi":["10.48730/amcg-zb83"],"dc:identifier.uri":["https://stax.strath.ac.uk/concern/theses/ws859f66b"],"dc:publisher.department":["Department of Pure and Applied Chemistry"],"dc:publisher.institution":["University of Strathclyde"],"dc:title":["Expedient access to C-aryl linked saturated heterocyclic motifs"],"dc:type.qualificationlevel":["doctoral-pg"],"dc:type.qualificationname":["phd"]},"updated_at":"2026-07-24T04:52:18Z"}