Catalytic Redox Amidations of Aldehydes with a Polymer-Supported Peptide–N-Heterocyclic Carbene Multifunctional Catalyst

Abstract

We have prepared an oligomeric histidine-bound N-heterocyclic carbene precursor by coupling a carboxylic acid functionalized 1,2,4-triazolium salt to a peptide using solid-phase peptide synthesis. We have demonstrated that the resulting multifunctional resin-bound catalyst cooperatively facilitates redox amidation reactions of aldehydes and amines, a reaction not catalyzed by N-heterocyclic carbenes alone.

Key words

N-heterocyclic carbenes - catalysis - immobilization - amides - solid-phase synthesis

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