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Visible-Light-Mediated Deoxyalkynylation of Activated Tertiary Alcohols

Muzi Li, Tao Liu, Jiajun Li, Hengchi He, Haotian Dai, Jin Xie

2021The Journal of Organic Chemistry37 citationsDOI

Abstract

In this paper, visible-light-induced deoxyalkynylation of activated tertiary alcohols has been successfully performed under mild reaction conditions with ethynylbenziodoxole as the readily available alkynylation reagent. The desired C(sp3)–C(sp) coupling can smoothly occur with 4-CzIPN as a photocatalyst, affording a wide range of valuable alkynylation products bearing quaternary carbon centers in 37–84% yields.

Topics & Concepts

AlkynylationReagentTertiary alcoholsActivated carbonVisible spectrumPhotocatalysisChemistryQuaternary carbonCombinatorial chemistryPhotochemistryOrganic chemistryCatalysisMaterials scienceEnantioselective synthesisOptoelectronicsAdsorptionRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Visible-Light-Mediated Deoxyalkynylation of Activated Tertiary Alcohols | Litcius