Synthesis of Acyl Fluorides from Carboxylic Acids with KI/AgSCF<sub>3</sub> for Efficient Amide and Peptide Synthesis
Shuji Nagano, Keiji Maruoka
Abstract
Abstract A facile synthesis of acyl fluorides from carboxylic acids in a practical and byproduct‐free manner was effected with commercially available KI/AgSCF 3 reagents under conditions of high functional group tolerance, and the acyl fluoride intermediates were easily transformed to the corresponding esters, amides, and several carbon‐carbon bond‐forming products. This approach can be successfully applied to straightforward peptide synthesis from amino acids including sterically hindered amino acids. magnified image
Topics & Concepts
ChemistrySteric effectsReagentAmideAmino acidPeptide bondOrganic chemistryPeptidePeptide synthesisFluorideFunctional groupCarbon fibersCarbon chainCombinatorial chemistryBiochemistryComposite materialPolymerInorganic chemistryMaterials scienceComposite numberChemical Synthesis and AnalysisFluorine in Organic ChemistryCarbohydrate Chemistry and Synthesis