α-Diazo-λ<sup>3</sup>-iodanes and α-diazo sulfonium salts: the umpolung of diazo compounds
Sven Timmann, Manuel Alcarazo
Abstract
-iodanes and α-diazo sulfonium salts. Specifically, the routes available for their preparation and a classification of their unique reactivity patterns (either acting as equivalents of carbene-radical or carbene-carbocation synthons) are discussed. We also present a detailed overview of the synthetic utility of such species and, when possible, a critical comparation their reactivity and properties.
Topics & Concepts
DiazoUmpolungSulfoniumChemistryOrganic chemistryCatalysisNucleophileSalt (chemistry)Cyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions