One-pot oxidative amidation of aldehydes via the generation of nitrile imine intermediates
Henry, Martyn C. and Minty, Laura and Kwok, Alexander C. W. and Elwood, Jessica M. L. and Foulis, Adam J. and Pettinger, Jonathan and Jamieson, Craig (2024) One-pot oxidative amidation of aldehydes via the generation of nitrile imine intermediates. Journal of Organic Chemistry, 89 (11). pp. 7913-7926. ISSN 0022-3263 (https://doi.org/10.1021/acs.joc.4c00575)
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Abstract
A one-pot procedure for the oxidative amidation of aldehydes via the in situ generation of reactive nitrile imine (NI) intermediates has been developed. Distinct from our progenitor processes, mechanistic and control experiments revealed that the NI undergoes rapid oxidation to an acyl diazene species, which then facilitates N-acylation of an amine. A range of substrates have been explored, including application in the synthesis of pharmaceutically relevant compounds.
ORCID iDs
Henry, Martyn C., Minty, Laura, Kwok, Alexander C. W., Elwood, Jessica M. L., Foulis, Adam J., Pettinger, Jonathan and Jamieson, Craig ORCID: https://orcid.org/0000-0002-6567-8272;-
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Item type: Article ID code: 89266 Dates: DateEvent7 June 2024Published23 May 2024Published Online16 May 2024Accepted30 January 2024SubmittedSubjects: Science > Chemistry > Organic chemistry Department: Faculty of Science > Pure and Applied Chemistry
Strategic Research Themes > Health and WellbeingDepositing user: Pure Administrator Date deposited: 17 May 2024 12:42 Last modified: 20 Nov 2024 01:28 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/89266