Synthesis of an 8-membered oxygen-containing benzo-fused heterocycle using flow technologies - an exercise in undertaking research with sustainability as a driver

dc.contributor.authorCurrie, Bernice Mercia
dc.contributor.authorNeyt-Galetti, Nicole C.
dc.contributor.authorOlivier, Tanya
dc.contributor.authorVan der Merwe, Petra
dc.contributor.authorDibokwane, Lerato Shirley
dc.contributor.authorReinhardt, Anshe Michelle
dc.contributor.authorVan Wyk, Lorinda T.
dc.contributor.authorPanayides, Jenny-Lee
dc.contributor.authorRiley, Darren Lyall
dc.contributor.emaildarren.riley@up.ac.za
dc.date.accessioned2025-07-03T12:47:47Z
dc.date.available2025-07-03T12:47:47Z
dc.date.issued2025-03
dc.descriptionDATA AVAILABILITY : The data supporting this article have been included as part of the Supplementary Information.
dc.description.abstractDue to their natural abundance and biological properties, benzo-fused heterocycles are attractive targets in the field of drug discovery. Previously, a synthetic strategy for accessing 5-, 6-, 7- and 8-membered oxygen-containing benzo-fused heterocycles with the oxygen atom in the less commonly encountered 2-position was reported, however, the approach was hindered by long reaction times and a reliance on high boiling point solvents such as DMF. Targeting an 8-membered analogue as an exemplar, we highlighted that the adoption of basic green chemistry principles coupled with the use of flow chemistry techniques could be utilised (with limited development time) to improve day-to-day sustainability when performing synthetic research. In the case in hand, several key improvements were noted including (i) a higher overall yield (37% vs. 26%), (ii) a significantly reduced reaction time (110 min vs. 136 h) and (iii) the avoidance of the undesirable solvent DMF.
dc.description.departmentChemistry
dc.description.librarianhj2025
dc.description.sdgSDG-12: Responsible consumption and production
dc.description.sponsorshipThe Council for Scientific and Industrial Research (CSIR) and the University of Pretoria (University, Science Faculty Research Councils and Research and Development Program).
dc.description.urihttps://pubs.rsc.org/en/journals/journal/su
dc.identifier.citationCurrie, B.M., Neyt-Galetti, N.C., Olivier, T. et al. 2025, 'Synthesis of an 8-membered oxygen-containing benzo-fused heterocycle using flow technologies - an exercise in undertaking research with sustainability as a driver', RSC Sustainability, vol. 3, no. 3, pp. 1356-1365, doi : 10.1039/d4su00528g.
dc.identifier.issn2753-8125 (online)
dc.identifier.other10.1039/d4su00528g
dc.identifier.urihttp://hdl.handle.net/2263/103170
dc.language.isoen
dc.publisherRoyal Society of Chemistry
dc.rights© 2025 The Author(s). Published by the Royal Society of Chemistry. This article is licensed under aCreative Commons Attribution-NonCommercial 3.0 Unported Licence.
dc.subjectBenzo-fused heterocycles
dc.subjectDrug discovery
dc.subjectSustainability
dc.subjectFlow technologies,
dc.subjectGreen chemistry
dc.titleSynthesis of an 8-membered oxygen-containing benzo-fused heterocycle using flow technologies - an exercise in undertaking research with sustainability as a driver
dc.typeArticle

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