Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis

Dmitrii A. Shabalin, Jay J. Dunsford, Simbarashe Ngwerume, Alexandra R. Saunders, Duncan Gill, Jason E. Camp

Research output: Contribution to journalArticle

Abstract

A convergent, microwave-assisted protocol for the synthesis of disubstituted NH-imidazoles via nucleophilic catalysis is described. The substituted imidazoles are accessed via the intramolecular addition of a variety of amidoxime substrates to activated alkynes followed by a thermally induced rearrangement of the in situ generated O-vinylamidÂ-oxime species. The unprotected imidazoles contain an aryl group at the 2-position as well as an ester moiety at the 4-position.

Original languageEnglish
Pages (from-to)797-800
Number of pages4
JournalSynlett
Volume31
Issue number8
Early online date18 Feb 2020
DOIs
Publication statusPublished - 28 May 2020

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Shabalin, D. A., Dunsford, J. J., Ngwerume, S., Saunders, A. R., Gill, D., & Camp, J. E. (2020). Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis. Synlett, 31(8), 797-800. https://doi.org/10.1055/s-0039-1690832