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Synthesis of 2-Aryl- and 2-Vinylpyrrolidines via Copper-Catalyzed Coupling of Styrenes and Dienes with Potassium β-Aminoethyl Trifluoroborates

Chanchamnan Um and Sherry R. Chemler*

*Department of Chemistry, State University of New York at Buffalo, Buffalo, New York 14260, United States, Email: schemlerbuffalo.edu

C. Um, S. R. Chemler, Org. Lett., 2016, 18, 2515-2518.

DOI: 10.1021/acs.orglett.6b01259 (free Supporting Information)


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Abstract

A copper-catalyzed intermolecular carboamination of potassium N-carbamoyl-β-aminoethyltrifluoroborates with terminal, 1,2-disubstituted, and 1,1-disubstituted vinylarenes bearing a number of functional groups provides 2-arylpyrrolidines. 1,3-Dienes are also good substrates, and their reactions give 2-vinylpyrrolidines.

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Key Words

pyrrolidines, MnO2


ID: J54-Y2016