Mechanistic investigation of enolate/stabilized vinylogous carbanion-mediated organocatalytic azide (3 + 2) cycloaddition reactions for the synthesis of 1,2,3-triazoles
Attilio C. Neto, Kelly Cintra Soares, Maiara da Silva Santos, Túlio J. Aímola, Antônio G. Ferreira, Guilherme A. M. Jardim, Cláudio F. Tormena, Márcio W. Paixão, Marco A. B. Ferreira
Abstract
H NMR monitoring experiments, providing detailed profiles for both reaction mechanisms. Distortion-interaction activation-strain (DIAS) analysis was also employed to further elucidate the regioselectivity in both reactions.
Topics & Concepts
ChemistryCarbanionCycloadditionAzideTransition stateComputational chemistryOrganocatalysisCombinatorial chemistry1,3-Dipolar cycloadditionCatalysisOrganic chemistryEnantioselective synthesisClick Chemistry and ApplicationsChemical Synthesis and AnalysisCyclopropane Reaction Mechanisms