Asian Journal of Organic Chemistry · 2019 · 16 citations · 46 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalytic MechanismsElectron Transfer ReactionsHeterocycle SynthesisOrganic SynthesisRadical ReactionsRedox CatalysisCopper-catalyzed CouplingEnamine ChemistryOxidant ChemistryOxidant DemandOxidative CouplingOxidative Coupling ReactionsPyrazole ChemistryPyrazole Synthesis
Abstract Copper(I)‐catalyzed oxidative annulations of β‐enamino esters with oxidant dependence are disclosed. These reactions offer divergent syntheses of fully substituted pyrazoles and pyrroles from a common enamine substrate through sequential C−C and N−N or C−N bond‐forming reactions in the presence of nitriles as reagent or cosolvent. A mechanism involving radical intermediates generated by single‐electron transfer (SET) is proposed for both processes.
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Pyrrole: a resourceful small molecule in key medicinal hetero-aromatics
Varun Bhardwaj, Divya Gumber, Vikrant Abbot et al. · RSC Advances · 2015 · 679 citations · Full text