We have established that such quinoid intermediates are readily accessible from the corresponding hydroquinoid through biocatalytic oxidation, using either oxidase or peroxidase enzymes.[5,6] Furthermore, we have recently demonstrated that “one pot” tandem reactions can be achieved by combining enzymatic oxidation of o-aminophenols to the quinone imine, and an inverse electron demand Diels-Alder reaction, to give a range of 1,4-benzoxazines. When compared with conventional purely synthetic methods, this biocatalytic route was found to be more sustainable, as evidenced by calculations of the various Green Chemistry metrics.
This project aims to extend this general approach for the synthesis of azabicyclics and spiropiperidines, which are “privileged” scaffolds that are found in various biologically active compounds. This research will investigate the: (1) synthetic scope of these reactions; (2) use of synthetic enzyme cofactors to enable the oxidation of a wide range of quinoid species; (3) directed evolution of enzymes towards high value target compounds. In doing so, we aim to develop more sustainable methods for the production of high value organic compounds.
This research will suit a candidate with a background in chemistry, medicinal chemistry, biological chemistry or related areas. They should have an interest in working on a varied and multidisciplinary project related to synthetic chemistry and biorganic chemistry.
Eligibility
Applicants should have, or expect to achieve, at least a 2.1. honours degree or Master's (or equivalent) in chemistry or a related subject.
Funding
This 4-year PhD project is fully funded; students who are eligible to pay tuition fees at the Home rate are eligible to apply. The successful candidate will receive an annual tax-free stipend set at the UKRI rate (£21,805 for 2026/27) and tuition fees will be paid. We expect the stipend to increase each year. The start date is October 2026.
