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Photocatalyst‐Free Visible‐Light Enabled Synthesis of Substituted Pyrroles from <i>α</i>‐Keto Vinyl Azides

Satheesh Borra, Lodsna Borkotoky, Uma Devi Newar, Babulal Das, Ram Awatar Maurya

2020Advanced Synthesis & Catalysis31 citationsDOI

Abstract

Abstract An efficient photocatalyst‐free visible light enabled synthesis of substituted pyrroles from α‐keto vinyl azides (readily prepared via Knoevenagel condensation of phenacyl azides with 2‐oxo‐2 H ‐chromene‐3‐carbaldehydes) was developed. The reaction proceeds through a denitrogenative photodecomposition of α‐keto vinyl azides, 1,3‐amino group migration, and coupling of intermediates with secondary amines. magnified image

Topics & Concepts

ChemistryKnoevenagel condensationPhotocatalysisPhenacylVisible spectrumPhotochemistryOrganic chemistryCombinatorial chemistryPolymer chemistryCatalysisOptoelectronicsPhysicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry
Photocatalyst‐Free Visible‐Light Enabled Synthesis of Substituted Pyrroles from <i>α</i>‐Keto Vinyl Azides | Litcius