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Aryldiazenyl Radicals from Arylazo Sulfones: Visible Light‐Driven Diazenylation of Enol Silyl Ethers

Havall Othman Abdulla, Simone Scaringi, Ahmed A. Amin, Mariella Mella, Stefano Protti, Maurizio Fagnoni

2020Advanced Synthesis & Catalysis36 citationsDOI

Abstract

Abstract A versatile protocol for the diazenylation of enol silyl ethers under visible light irradiation is presented herein. The reaction is based on the underused reaction of a nitrogen‐based radical (the diazenyl radical) with an enol silyl ether. Arylazo sulfones were used as photoactivatable precursors of these diazenyl radicals. The resulting azaderivatives are potentially bioactive compounds as well as starting materials for the synthesis of N ‐containing heterocycles. magnified image

Topics & Concepts

EnolChemistrySilylationRadicalSilyl enol etherEnol etherPhotochemistryVisible spectrumOrganic chemistryCatalysisOptoelectronicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Aryldiazenyl Radicals from Arylazo Sulfones: Visible Light‐Driven Diazenylation of Enol Silyl Ethers | Litcius