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Visible-Light-Triggered Synthesis of <i>N</i>-α-Ketoacylated Sulfoximines by Denitrogenative and Oxidative Functionalization of Vinyl Azides

S. SARKAR, Satyajit Pal, Sougata Santra, Grigory V. Zyryanov, Adinath Majee

2024The Journal of Organic Chemistry10 citationsDOI

Abstract

We have introduced a sulfoximidation reaction initiated by visible light between α-phenyl vinyl azides and NH-sulfoximines. The cost-effective and readily accessible hypervalent iodine reagent (PIDA) easily promoted the oxidative sulfoximidation process to afford N -α-ketoacylated sulfoximines in good to high yields, involving the formation of two new C–O bonds and one C–N bond. Additionally, the protocol offers noteworthy advantages, including its metal-free and photocatalyst-free reaction and its broad substrate compatibility.

Topics & Concepts

ChemistrySurface modificationOxidative phosphorylationCombinatorial chemistryOrganic chemistryBiochemistryPhysical chemistrySynthesis and Catalytic ReactionsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Visible-Light-Triggered Synthesis of <i>N</i>-α-Ketoacylated Sulfoximines by Denitrogenative and Oxidative Functionalization of Vinyl Azides | Litcius