Synthesis and reactions of di(thiophen-2-yl)alkane diones: Cyclocondensation

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Artunc T., MENZEK A.

TURKISH JOURNAL OF CHEMISTRY, cilt.46, sa.5, ss.1397-1412, 2022 (SCI-Expanded) identifier identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 46 Sayı: 5
  • Basım Tarihi: 2022
  • Doi Numarası: 10.55730/1300-0527.3446
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.1397-1412
  • Anahtar Kelimeler: Acylation, bromination, cyclocondensation, diketone, thiophene, 1ST SYNTHESIS, DERIVATIVES, THIOPHENE, BROMOPHENOLS, BROMINATION
  • Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
  • Atatürk Üniversitesi Adresli: Evet

Özet

Known 1,6-di(thiophen-2-yl)hexane-1,6-dione (2) and novel 1,7-di(thiophen-2-yl)heptane-1,7-dione (4) were obtained from the reactions of thiophene with the corresponding diacyl chlorides. Furthermore, compounds with furan and pyrrole units in place of thiophene units in compound 2 were obtained in the same way. Bromination of 2 and 4 gave bromides regioselectively. The reaction of each of the compounds 2 and 4 in HOAc medium yielded cyclocondensation products. In total, four known and eleven novel compounds were synthesized.