An electrosynthesis of 1,3,4-oxadiazoles from N-acyl hydrazones
Chen, Luke and Thompson, James D. F. and Jamieson, Craig (2024) An electrosynthesis of 1,3,4-oxadiazoles from N-acyl hydrazones. Chemistry - A European Journal. ISSN 1521-3765 (https://doi.org/10.1002/chem.202403128)
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Abstract
The 1,3,4-oxadiazole is a widely encountered motif in the areas of pharmaceuticals, materials, and agrochemicals. This work has established a mediated electrochemical synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from N-acyl hydrazones. Using DABCO as the optimal redox mediator has enabled a mild oxidative cyclisation, without recourse to stoichiometric oxidants. In contrast to previous methods, this indirect electrochemical oxidation has enabled a broad range of substrates to be accessed, with yields of up to 83%, and on gram scale. The simplicity of the method has been further demonstrated by the development of a one-pot procedure, directly transforming readily available aldehydes and hydrazides into valuable heterocycles.
ORCID iDs
Chen, Luke, Thompson, James D. F. and Jamieson, Craig ORCID: https://orcid.org/0000-0002-6567-8272;-
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Item type: Article ID code: 90614 Dates: DateEvent18 September 2024Published18 September 2024Published Online18 September 2024AcceptedSubjects: Science > Chemistry Department: Strategic Research Themes > Health and Wellbeing
Faculty of Science > Pure and Applied ChemistryDepositing user: Pure Administrator Date deposited: 20 Sep 2024 13:36 Last modified: 01 Oct 2024 07:05 URI: https://strathprints.strath.ac.uk/id/eprint/90614