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Visible-Light-Driven Phosphonoalkylation of Alkenes

Yueming Jiang, Jie Liu, Qiang Fu, Yuming Yu, Da‐Gang Yu

2021Synlett18 citationsDOI

Abstract

Abstract Phosphonylation of alkenes is important for the generation of valuable organophosphines. However, redox-neutral difunctionalization of alkenes with readily available H-P(O) compounds remains underdeveloped. Herein, we report the first visible-light-driven redox-neutral phosphonoalkylation of alkenes. A variety of organophosphorus-containing three-membered carbocyclic scaffolds are synthesized from alkene-bearing alkyl sulfonates with H-P(O) compounds. The transition-metal-free protocol displays good functional group tolerance, broad substrate scope, high yields, and mild reaction conditions.

Topics & Concepts

ChemistryAlkeneRedoxFunctional groupCombinatorial chemistrySubstrate (aquarium)Visible spectrumAlkylReaction conditionsOrganic chemistryPhotochemistryCatalysisGeologyPolymerOptoelectronicsOceanographyPhysicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsChemical Synthesis and Reactions
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