Synthesis and characterization of novel heterosubstituted pyrroles, thiophenes, and furans
ARKIVOC, cilt.2008, ss.17-29, 2008 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 2008
- Basım Tarihi: 2008
- Doi Numarası: 10.3998/ark.5550190.0009.c03
- Dergi Adı: ARKIVOC
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.17-29
- Anahtar Kelimeler: Stetter reaction, Paal-Knorr reaction, imidazole, thiazole, quinoline, pyrrole, thiophene, furan, ACTIVATED DOUBLE-BONDS, EXTENDED HETEROCYCLIC-SYSTEMS, CONDUCTING POLYMERS, ALDEHYDES, PYRIDINE, DERIVATIVES, PROTOPHANES, CONVENIENT, ARYLATION, GAMMA
- Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
- Ankara Üniversitesi Adresli: Evet
Özet
Sixteen new compounds, including novel five-membered heterocyclic systems (pyrrole, thiophene, or furan) linked to imidazole, thiazole, or quinoline rings are reported. The intermediate 1,4-diketones were synthesized via the Stetter reaction in the presence of thiazolium salt as a catalyst. Cyclization reactions of the 1,4-dicarbonyl compounds with polyphosphoric acid, ammonium acetate or Lawesson's reagent by the Paal-Knorr synthesis, afforded unknown 2,5-disubstituted furan, pyrrole, or thiophene compounds in moderate yields, respectively. The structures of the synthesized compounds were confirmed by IR, H-1 NMR, C-13 NMR, and elemental analysis.