Thesis
Expedient access to C-aryl linked saturated heterocyclic motifs
- Creator
- Rights statement
- Awarding institution
- University of Strathclyde
- Date of award
- 2018
- Thesis identifier
- T15089
- Person Identifier (Local)
- 201463888
- Qualification Level
- Qualification Name
- Department, School or Faculty
- 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].
- Advisor / supervisor
- Jamieson, Craig
- Resource Type
- Note
- This thesis was previously restricted to Strathclyde users only from 1st March 2019 until 1st March 2024.
- DOI
- Date Created
- 2018
- Former identifier
- 9912648791402996
Beziehungen
Objekte
Miniaturansicht | Titel | Hochladedatum | Sichtbarkeit | Aktionen |
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PDF of thesis T15089 | 2021-07-02 | Öffentlich | Herunterladen |