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One-Pot Synthesis of 2-Acety1-1H-pyrroles from N-Propargylic beta-Enaminones via Intermediacy of 1,4-Oxazepines

Kanova, Nilay; Dundar, Buse Aysen; Kelgokmen, Yilmaz; Zora, Metin


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{
  "@context": "https://schema.org/", 
  "@id": 231356, 
  "@type": "ScholarlyArticle", 
  "creator": [
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Kanova, Nilay"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Dundar, Buse Aysen"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Kelgokmen, Yilmaz"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Zora, Metin"
    }
  ], 
  "datePublished": "2021-01-01", 
  "description": "A one pot two step protocol for the synthesis of 2-acetyl-1H-pyrroles from N-propargylic beta-enaminones was described. When treated with zinc chloride in refluxing chloroform, N-propargylic beta-enaminones produced in situ 2-methylene-2,3-dihydro-1,4-oxazepines, which, upon further refluxing in methanol with zinc chloride, afforded 2-acetyl-1H-pyrroles. The process was found to be general for a wide variety of N-propargylic beta-enaminones and yielded a diverse range of 2-acetyl-1H-pyrroles in good to high yields with large substrate scope and good functional group tolerance. This operationally easy method may provide a rapid access to functionalized 2-acetyl-1H-pyrroles of pharmacological interest.", 
  "headline": "One-Pot Synthesis of 2-Acety1-1H-pyrroles from N-Propargylic beta-Enaminones via Intermediacy of 1,4-Oxazepines", 
  "identifier": 231356, 
  "image": "https://aperta.ulakbim.gov.tr/static/img/logo/aperta_logo_with_icon.svg", 
  "license": "http://www.opendefinition.org/licenses/cc-by", 
  "name": "One-Pot Synthesis of 2-Acety1-1H-pyrroles from N-Propargylic beta-Enaminones via Intermediacy of 1,4-Oxazepines", 
  "url": "https://aperta.ulakbim.gov.tr/record/231356"
}
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Kanova, N., Dundar, B. A., Kelgokmen, Y. ve Zora, M. (2021). One-Pot Synthesis of 2-Acety1-1H-pyrroles from N-Propargylic beta-Enaminones via Intermediacy of 1,4-Oxazepines. JOURNAL OF ORGANIC CHEMISTRY, 86(9), 6289–6304. doi:10.1021/acs.joc.1c00077

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