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Visible light-induced selenylative spirocyclization of biaryl ynones toward the formation of selenated spiro[5.5]trienones

Zhichao Chen, Xinran Zheng, Shu‐Feng Zhou, Xiuling Cui

2022Organic & Biomolecular Chemistry37 citationsDOI

Abstract

A visible-light induced dearomative cascade cyclization of biaryl ynones with diselenides under photocatalyst and external additive-free conditions has been explored, giving a series of selenated spiro[5.5]trienones in moderate to good yields. The Se-Se bond in diselenides could be cleaved to generate arylselenyl radicals under visible light irradiation in the absence of a photocatalyst. This protocol provides a facile and green method for the synthesis of spiro[5.5]trienones.

Topics & Concepts

Visible spectrumCascadeChemistryCombinatorial chemistryPhotocatalysisPhotochemistryBlue lightStereochemistryMedicinal chemistryOrganic chemistryMaterials scienceCatalysisOptoelectronicsChromatographySulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryCatalytic C–H Functionalization Methods