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Harnessing Visible Light for the Synthesis of <i>N</i>‐Aryl Oxazolidines: Organocatalyzed Tandem Decarboxylation‐Cyclization

Ganesh Udari, V. Murugesh, Nagaraj Sabarinathan, Balasubramanian Sridhar, Surya Prakash Singh

2023Advanced Synthesis & Catalysis12 citationsDOI

Abstract

Abstract Herein, we have developed an organophotocatalyzed, visible‐light mediated tandem decarboxylation‐cyclization method. The Eosin‐Y as organophotocatalyst drives photoredox tandem protocol to construct C−N, C−O, and C−C bonds in a single operation. The reaction mechanism proceeds through decarboxylation followed by amino alcohol intermediate formation from N ‐arylglycine and formaldehyde followed by cyclization with another formaldehyde delivers N ‐arylloxazolidine derivatives.

Topics & Concepts

DecarboxylationChemistryTandemCascade reactionArylAlcoholFormaldehydePhotochemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisAlkylMaterials scienceComposite materialRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods