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Copper catalysed oxidative cascade deamination/cyclization of vinyl azide and benzylamine for the synthesis of 2,4,6-triarylpyridines

Rana Chatterjee, Swadhapriya Bhukta, Kishore Kumar Angajala, Rambabu Dandela

2023Organic & Biomolecular Chemistry17 citationsDOI

Abstract

cascade deamination and annulation. Copper triflate and molecular iodine easily promoted the oxidative cyclization reaction of vinyl azide and benzylamine to access a wide variety of substituted pyridine substrates under an oxygen atmosphere. The presence of benzyl amine enables the cyclization process by providing the aryl functionality and the nitrogen source. Moreover, a broad range of substrates with good functional group tolerance, avoidance of external oxidants, excellent product yields, operational simplicity and mild conditions are the notable advantages of the present protocol.

Topics & Concepts

BenzylamineChemistryOxidative deaminationDeaminationAzideOxidative phosphorylationCascadeCombinatorial chemistryCopperOrganic chemistryMedicinal chemistryBiochemistryEnzymeChromatographyCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisSynthesis and Biological Evaluation
Copper catalysed oxidative cascade deamination/cyclization of vinyl azide and benzylamine for the synthesis of 2,4,6-triarylpyridines | Litcius