Copper-Catalyzed Ring Expansion of Vinyl Aziridines under Mild Conditions

Eleonora Tosi, Kim Spielmann, Renata Marcia de Figueiredo*, Jean-Marc Campagne*

*ICGM, Univ Montpellier, CNRS, ENSCM, Montpellier, France, Email: renata.marcia_de_figueiredoenscm.fr, jean-marc.campagneenscm.fr

E. Tosi, K. Spielmann, R. M. de Figueiredo, J.-M. Campagne, Synlett, 2021, 32, 517-520.

DOI: 10.1055/s-0040-1706007

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Abstract

Ring-expansion transformations of vinyl aziridines are widely used to give various medium or larger N-heterocycles of synthetic interest. (CuOTf)₂·toluene catalyzes a ring expansion of vinyl aziridines to 3-pyrrolines under mild conditions (THF, rt).

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Key Words

ring expansion, vinyl aziridines, pyrrolines, copper catalysis, heterocycles

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ID: J72-Y2021