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Catalyst-Free Annulation of Acylethynylpyrroles with 1-Pyrrolines: A Straightforward Access to Tetrahydrodipyrrolo[1,2-<i>a</i>:1′,2′-<i>c</i>]imidazoles

Ludmila A. Oparina, Kseniya V. Belyaeva, Nikita A. Kolyvanov, Igor А. Ushakov, Maxim D. Gotsko, Lyubov N. Sobenina, Alexander V. Vashchenko, Б. А. Трофимов

2022The Journal of Organic Chemistry20 citationsDOI

Abstract

Acylethynylpyrroles undergo facile (rt, MeCN or MeOH, 24–72 h) catalyst-free annulation with 1-pyrrolines to afford acylmethylenetetrahydrodipyrrolo[1,2-a:1′,2′-c]imidazoles in up to 93% yield and 90% E-stereoselectivity of the olefin moiety.

Topics & Concepts

AnnulationCatalysisChemistryCombinatorial chemistryOrganic chemistrySynthesis and Characterization of PyrrolesAsymmetric Synthesis and CatalysisOxidative Organic Chemistry Reactions