4.7 Article

Catalyst-Free Annulation of Acylethynylpyrroles with 1-Pyrrolines: A Straightforward Access to Tetrahydrodipyrrolo[1,2-a:1?,2?-c]imidazoles

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JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 15, 页码 9518-9531

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c004769518J

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  1. Russian Science Foundation [21-73-10134]

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This study reports a novel reaction method in which Acylethynylpyrroles undergo facile catalyst-free annulation with 1-pyrrolines to afford acylmethylenetetrahydrodipyrrolo[1,2-a:1 ',2 '-c]imidazoles. The reaction achieves high yields and E-stereoselectivity of the olefin moiety.
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.

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