Synthesis · 2008 · 155 citations · 0 references
Natural SciencesChemistryCatalysisOrganic ChemistryPolymer ChemistryOrganic SynthesisPolymer SynthesisRadical ReactionsCascade Oxidation ReactionsCascade ReactionsOrganic Molecule SynthesisRadical Cascade ReactionsRadical TrappingTransition Metal-catalyzed Synthesis
This review describes the broad application of TEMPO and its derivatives in organic synthesis. Various reactions including oxidation of alcohols, sulfides and organometallic compounds are discussed. Moreover, the use of TEMPO as a stoichiometric or catalytic cooxidant in various transition-metal-mediated reactions is presented. The application of TEMPO as a carbon-radical trapping reagent in cascade reactions is discussed. Finally, the review article focuses on the application of TEMPO-derived alkoxyamines as thermal carbon-radical precursors in synthesis and in polymer chemistry.