Amide Bond ActivationMichal Szostak The amide bond represents a privileged motif in chemistry. The recent years have witnessed an explosion of interest in the development of new chemical transformations of amides. These developments cover an impressive range of catalytic N–C bond activation in electrophilic, Lewis acid, radical, and nucleophilic reaction pathways, among other transformations. Equally relevant are structural and theoretical studies that provide the basis for chemoselective manipulation of amidic resonance. This monograph on amide bonds offers a broad survey of recent advances in activation of amides and addresses various approaches in the field. |
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1H NMR acyl addition alkyl alkynes amide bond amines amino acid Angew anomeric amides aromatic aryl aryl-CO aryne atom barrier bond activation bond cleavage bond rotation bridged lactams C-N bond calculations carbon carbonyl catalyst CDCl3 cells Chem chemical Chemistry Chemoselective co-workers complexes compounds cross-coupling reactions CrossRef CrossRef][PubMed cyclic derivatives effect electron electrophilic Equation equiv esters Figure formation Gem-Thr gemcitabine geometries HERON reaction heterocycles hydrogen hydrolysis interaction intermediate intramolecular isomers ketones kJ mol-1 lactams Lett ligand mechanism metal method mmol moiety molecular N-heterocyclic carbene N-terminal N,N-dimethylacetamide NCDEA nitro nitrogen nucleophilic optimized oxidative Pd-PEPPSI peptide bond pre-catalysts prodrug protein proton PubMed reactivity reagents resonance Scheme selective solution solvent steric structure substituted substrate Suzuki-Miyaura cross-coupling synthesis Szostak Table Tetrahedron transamidation reaction transition twisted amide Wang water molecules Weinreb amides yield Zhang