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Synthesis of <i>N</i>-perfluoroalkyl-3,4-disubstituted pyrroles by rhodium-catalyzed transannulation of <i>N</i>-fluoroalkyl-1,2,3-triazoles with terminal alkynes

Olga Bakhanovich, Viktor V. Khutorianskyi, Vladimir Motornov, Petr Beier

2021Beilstein Journal of Organic Chemistry26 citationsDOIOpen Access PDF

Abstract

The rhodium-catalyzed transannulation of N- perfluoroalkyl-1,2,3-triazoles with aromatic and aliphatic terminal alkynes under microwave heating conditions afforded N- perfluoroalkyl-3,4-disubstituted pyrroles (major products) and N- fluoroalkyl-2,4-disubstituted pyrroles (minor products). The observed selectivities in the case of the reactions with aliphatic alkynes were high.

Topics & Concepts

RhodiumChemistryCatalysisTerminal (telecommunication)AlkynylationMedicinal chemistryOrganic chemistryCombinatorial chemistryTelecommunicationsComputer scienceFluorine in Organic ChemistryCyclopropane Reaction MechanismsClick Chemistry and Applications
Synthesis of <i>N</i>-perfluoroalkyl-3,4-disubstituted pyrroles by rhodium-catalyzed transannulation of <i>N</i>-fluoroalkyl-1,2,3-triazoles with terminal alkynes | Litcius