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Synthesis of 3-Amino-4-iodothiophenes through Iodocyclization of 1-(1,3-Dithian-2-yl)propargylamines

Ismailoglu, Eda; Mert, Zeynep; Dinc, Mert; Kaya, Kerem; Yucel, Baris


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{
  "@context": "https://schema.org/", 
  "@id": 234850, 
  "@type": "ScholarlyArticle", 
  "creator": [
    {
      "@type": "Person", 
      "affiliation": "Istanbul Tech Univ, Fac Sci, Dept Chem, TR-34469 Istanbul, Turkey", 
      "name": "Ismailoglu, Eda"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Istanbul Tech Univ, Fac Sci, Dept Chem, TR-34469 Istanbul, Turkey", 
      "name": "Mert, Zeynep"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Istanbul Tech Univ, Fac Sci, Dept Chem, TR-34469 Istanbul, Turkey", 
      "name": "Dinc, Mert"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Istanbul Tech Univ, Fac Sci, Dept Chem, TR-34469 Istanbul, Turkey", 
      "name": "Kaya, Kerem"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Istanbul Tech Univ, Fac Sci, Dept Chem, TR-34469 Istanbul, Turkey", 
      "name": "Yucel, Baris"
    }
  ], 
  "datePublished": "2021-01-01", 
  "description": "1-(1,3-Dithian-2-yl)propargylamines undergo iodo-cylization regioselectively to afford tetrasubstituted 3-amino-4-iodothiophenes in 30-87 % yields by iodide induced cleavage of dithiane ring in a bicyclic sulfonium intermediate. A mechanism for this unprecedented transformation was proposed and tentatively supported by the isolation of an intermediate structure. 1-(1,3-Dithian-2-yl)propargylamines were prepared in 30-94 % yields by Au-catalyzed one-pot, three-component reaction of 1,3-dithiane-2-carbaldehydes, amines, and alkynes so called A(3)-coupling reaction.", 
  "headline": "Synthesis of 3-Amino-4-iodothiophenes through Iodocyclization of 1-(1,3-Dithian-2-yl)propargylamines", 
  "identifier": 234850, 
  "image": "https://aperta.ulakbim.gov.tr/static/img/logo/aperta_logo_with_icon.svg", 
  "license": "http://www.opendefinition.org/licenses/cc-by", 
  "name": "Synthesis of 3-Amino-4-iodothiophenes through Iodocyclization of 1-(1,3-Dithian-2-yl)propargylamines", 
  "url": "https://aperta.ulakbim.gov.tr/record/234850"
}
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Ismailoglu, E., Mert, Z., Dinc, M., Kaya, K. ve Yucel, B. (2021). Synthesis of 3-Amino-4-iodothiophenes through Iodocyclization of 1-(1,3-Dithian-2-yl)propargylamines. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021(29), 4107–4124. doi:10.1002/ejoc.202100483

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