Chemoselective γ‐Oxidation of β,γ‐Unsaturated Amides with TEMPO
Sebastian Heindl, Margaux Riomet, J. Matyašovský, Miran Lemmerer, Nicolas Malzer, Nuno Maulide
Abstract
A chemoselective and robust protocol for the γ-oxidation of β,γ-unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained.
Topics & Concepts
RegioselectivityAmideElectrophileChemistryOrganic chemistryChemoselectivityCombinatorial chemistryCatalysisAdvanced Synthetic Organic ChemistryChemical synthesis and alkaloidsAlkaloids: synthesis and pharmacology