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

Charlie HollandersMathias ElsochtOlivier Van der PoortenMouhamad JidaEvelien RendersBert U W Maes Steven Ballet

Published in: Chemical communications (Cambridge, England) (2021)

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

Keyphrases

molecular docking
heavy metals
molecular dynamics simulations
escherichia coli
highly efficient
risk assessment
reduced graphene oxide
biofilm formation
metal organic framework
carbon dioxide