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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Published inJournal 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
LanguageEnglish
Published WASHINGTON American Chemical Society 19.07.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BIOLOGICAL EVALUATION
KETONES
DESIGN
PYRROLE
DERIVATIVES
CONSTRUCTION
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Abstract 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%.
AbstractList 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%.
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%.
The synthetic potential of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one toward the catalyst-free synthesis of -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%.
Author Zachow, Lucimara L
Zanatta, Nilo
Andrade, Valquiria P
Martins, Marcos A. P
Bonacorso, Helio G
Mittersteiner, Mateus
Frizzo, Clarissa P
AuthorAffiliation Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química
AuthorAffiliation_xml – name: Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química
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  email: nilo.zanatta@ufsm.br
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Keywords BIOLOGICAL EVALUATION
KETONES
DESIGN
PYRROLE
DERIVATIVES
CONSTRUCTION
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Snippet 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,...
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,...
The synthetic potential of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one toward the catalyst-free synthesis of -pyrrolyl(furanyl)-piperazines,...
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SubjectTerms Chemistry
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Physical Sciences
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Title Synthesis of N‑Pyrrolyl(furanyl)-Substituted Piperazines, 1,4-Dizepanes, and 1,4-Diazocanes
URI http://dx.doi.org/10.1021/acs.joc.9b00867
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