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K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-Mediated Synthesis of Highly Functionalized Pyrroles via Oxidative Self-Dimerization of <i>N</i>-Propargylamines

Bipin Kumar Behera, Archana Sahu, Ngangbam Renubala Devi, Anil K. Saikia

2021The Journal of Organic Chemistry26 citationsDOI

Abstract

An efficient methodology has been developed for the synthesis of tetra- and pentasubstituted pyrroles via oxidative self-dimerization of N-propargylamines catalyzed by silver benzoate in the presence of K2S2O8 in good yields. The protocol provides a simple route for the synthesis of both tetra- and pentasubstituted pyrroles with two carbonyl groups in the side chain. The methodology can be extended toward the synthesis of pyrrolo[3,4-d]pyridazine.

Topics & Concepts

ChemistryPyridazineTetraOxidative phosphorylationCombinatorial chemistryOxidative coupling of methaneChemical synthesisOrganic chemistryMedicinal chemistryCatalysisIn vitroBiochemistrySynthesis and Characterization of PyrrolesCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms
K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-Mediated Synthesis of Highly Functionalized Pyrroles via Oxidative Self-Dimerization of <i>N</i>-Propargylamines | Litcius