Litcius/Paper detail

Direct formation of amide/peptide bonds from carboxylic acids: no traditional coupling reagents, 1-pot, and green

Kaitlyn M. Freiberg, Rahul D. Kavthe, Rohan M. Thomas, David M. Fialho, Paris Dee, Matthew Scurria, Bruce H. Lipshutz

2023Chemical Science37 citationsDOIOpen Access PDF

Abstract

Technology for generating especially important amide and peptide bonds from carboxylic acids and amines that avoids traditional coupling reagents is described. The 1-pot processes developed rely on thioester formation, neat, using a simple dithiocarbamate, and are safe and green, and rely on Nature-inspired thioesters that are then converted to the targeted functionality.

Topics & Concepts

ThioesterReagentPeptide bondDithiocarbamateAmideChemistryPeptideCombinatorial chemistryCoupling (piping)Carboxylic acidOrganic chemistryBiochemistryMaterials scienceMetallurgyEnzymeChemical Synthesis and AnalysisClick Chemistry and ApplicationsChemical Synthesis and Reactions