<i>N‐</i>Carboxyanhydrides (NCAs): Unorthodox and Useful Reagents for Amide Synthesis
Simon N. Smith, Stephen J. Connon
Abstract
Abstract N‐ Carboxyanhydrides (NCAs) are compounds derived from the addition of a carboxylic acid to an isocyanate, and are known to form amides readily with the release of CO 2 as a by‐product. NCAs have been known for over 120 years, but despite their lengthy history, have remained so far overshadowed by more traditional approaches to amide bond formation. In this review, the potential utility of NCAs in the context of amide bond formation is reviewed and their preparation, reactivity and practical application are also discussed.
Topics & Concepts
ChemistryAmideContext (archaeology)Peptide bondReactivity (psychology)ReagentIsocyanateOrganic chemistryCombinatorial chemistryPolymer chemistryPolyurethaneAlternative medicineMedicineBiologyEnzymePathologyPaleontologyChemical Synthesis and AnalysisAsymmetric Hydrogenation and CatalysisAdvanced Synthetic Organic Chemistry