Synthesis of N‑Pyrrolyl(furanyl)-Substituted Piperazines, 1,4-Dizepanes, and 1,4-Diazocanes

Synthesis of N‑Pyrrolyl(furanyl)-Substituted Piperazines, 1,4-Dizepanes, and 1,4-Diazocanes

The synthetic potential of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one toward the catalyst-free synthesis of N-pyrrolyl­(furanyl)-piperazines, 1,4-diazepanes, and 1,4-diazocanes through a telescoped protocol is reported. This three-component one-pot method provided 23 examples with high chemo-...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 84; no. 14; pp. 8976 - 8983
Main Authors: Mittersteiner, Mateus, Andrade, Valquiria P, Zachow, Lucimara L, Frizzo, Clarissa P, Bonacorso, Helio G, Martins, Marcos A. P, Zanatta, Nilo
Format: Journal Article
Language:English
Published: United States American Chemical Society 19-07-2019
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Summary:The synthetic potential of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one toward the catalyst-free synthesis of N-pyrrolyl­(furanyl)-piperazines, 1,4-diazepanes, and 1,4-diazocanes through a telescoped protocol is reported. This three-component one-pot method provided 23 examples with high chemo- and regioselectivity at yields up to 96%.
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content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00867