3-Substituted 2-isocyanopyridines as versatile convertible isocyanides for peptidomimetic design

Charlie Hollanders, Mathias Elsocht, Olivier Van Der Poorten, Mouhamad Jida, Evelien Renders, Bert U. W. Maes, Steven Ballet

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Abstract

We report the use of 3-substituted 2-isocyanopyridines as convertible isocyanides in Ugi four-component reactions. TheN-(3-substituted pyridin-2-yl)amide Ugi products can be cleaved by amines, alcohols, and water with Zn(OAc)2as a catalyst. In addition, the applicability of the method was demonstrated in constrained di-/tripeptides bearing acid and base sensitive protective groups obtainedviaUgi-4CR post-condensation modifications.

Original languageEnglish
Pages (from-to)6863-6866
Number of pages4
JournalChemical Communications
Volume57
Issue number56
DOIs
Publication statusPublished - 18 Jul 2021

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