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Electrochemical Oxidative Coupling Between Benzylic C(sp<sup>3</sup>)–H and N–H of Secondary Amines: Rapid Synthesis of α-Amino α-Aryl Esters

Yadav Kacharu Nagare, Imtiyaz Ahmad Shah, Jyothi Yadav, Amol Prakash Pawar, Rahul Choudhary, Pankaj Chauhan, Indresh Kumar

2021The Journal of Organic Chemistry18 citationsDOI

Abstract

)-H bond and various secondary amines is reported. The electronic behavior of two electronically rich units viz the α-position of α-aryl acetates and amines was engineered electrochemically, thus facilitating their reactivity for the direct access of α-amino esters. A series of acyclic/cyclic secondary amines and α-aryl acetates were tested to furnish the corresponding α-amino esters with high yields (up to 92%) under mild conditions.

Topics & Concepts

ChemistryElectrochemistryArylIntermolecular forceReactivity (psychology)Oxidative coupling of methaneChemical synthesisMedicinal chemistryOxidative phosphorylationAmine gas treatingOrganic chemistryMoleculeCombinatorial chemistryStereochemistryIn vitroCatalysisElectrodeAlkylBiochemistryPathologyMedicineAlternative medicinePhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Electrochemical Oxidative Coupling Between Benzylic C(sp<sup>3</sup>)–H and N–H of Secondary Amines: Rapid Synthesis of α-Amino α-Aryl Esters | Litcius