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α-Carbonyl sulfoxonium ylides in transition metal-catalyzed C–H activation: a safe carbene precursor and a weak directing group

Anurag Singh, Shreemoyee Kumar, Chandra M. R. Volla

2022Organic & Biomolecular Chemistry32 citationsDOI

Abstract

gas. However, compared with diazo compounds, sulfoxonium ylides are generally crystalline solids, more stable, widely used in industrial scales, and easier/safer to prepare. Therefore, recent years have witnessed an upsurge in employing α-carbonyl sulfoxonium ylides as an alternative carbene surrogate in transition metal-catalyzed C-H activation. Unlike diazo compounds, α-carbonyl sulfoxonium ylides contain inherent potential to serve as a coupling partner as well as a weak directing group. This review will summarize the progress made in both categories of reactions.

Topics & Concepts

DiazoCarbeneTransition metalCatalysisExothermic reactionChemistryHeteroatomCyclopropanationCombinatorial chemistryPhotochemistryMedicinal chemistryOrganic chemistryRing (chemistry)Catalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions
α-Carbonyl sulfoxonium ylides in transition metal-catalyzed C–H activation: a safe carbene precursor and a weak directing group | Litcius