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Carbamoylation of Azomethine Imines via Visible-Light Photoredox Catalysis

Bianca T. Matsuo, Pedro H. R. Oliveira, José Tiago Menezes Correia, Márcio W. Paixão

2021Organic Letters51 citationsDOI

Abstract

A versatile and robust photocatalytic methodology to install the amide functional group into azomethine imine ions is described. This protocol is distinguished by its broad scope and mild reaction conditions, which are well suited for the preparation of structurally complex compounds in the form of amino acids, peptides, and small drug-like molecules. Moreover, the generated pyrazolidinone core could be easily converted into β-alanine analogues.

Topics & Concepts

ChemistryImineCombinatorial chemistryAmideCatalysisMoleculePhotocatalysisPhotoredox catalysisFunctional groupOrganic chemistryPolymerRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions