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Alkene homologation <i>via</i> visible light promoted hydrophosphination using triphenylphosphonium triflate

Vitalij V. Levin, Alexander D. Dilman

2020Chemical Communications22 citationsDOI

Abstract

A hydrophosphination reaction of alkenes with triphenylphosphonium triflate under photocatalytic conditions is described. The reaction is promoted by naphthalene-fused N-acylbenzimidazole and is believed to proceed through intermediate formation of a phosphinyl radical cation. The resulting phosphonium salts are directly involved in the Wittig reaction leading to homologated alkenes.

Topics & Concepts

TrifluoromethanesulfonateAlkeneChemistryOrganic chemistryPhotocatalysisPhotochemistryCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
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