Synthesis, characterization, and investigations of antimicrobial activity of benzopyrans, benzofurans and spiro[4.5]decanes

Akpinar D. E., YAKUT M., Aslan H., ALAGÖZ O., Oktemer A., DAL H., ...Daha Fazla

SYNTHETIC COMMUNICATIONS, cilt.48, sa.19, ss.2510-2521, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 48 Sayı: 19
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1080/00397911.2018.1509094
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.2510-2521
  • Anahtar Kelimeler: Benzopyran, benzofuran, spiro[4.5]decane, cyclization, manganese(III) acetate, CERIUM(IV) AMMONIUM-NITRATE, ELECTRON-RICH ALKENES, MANGANESE(III) ACETATE, CLAISEN REARRANGEMENT, RADICAL CYCLIZATION, BIOLOGICAL-ACTIVITY, RING EXPANSION, DIHYDROPYRANS, DERIVATIVES, 3-OXOPROPANENITRILES
  • Anadolu Üniversitesi Adresli: Evet

Özet

In this study, the radical cyclization reactions of cyclic 1,3-dicarbonyl compounds (1a-c) and a, b-unsaturated alcohols (2a-d) through Mn(OAc) 3 were performed. A series of biologically interesting dihydropyrans (3-5) and dihydrofurans (6-18) were synthesized as a result of these reactions. Spiro compounds (19-20) were obtained from the reactions of 1,3-dicarbonyl compounds and (E)-2,4-diphenyl-but-3-en2-ol (2e). The unique structure of compound 19 was also confirmed by X-ray crystallography. In addition, the antibacterial activities of synthesized compounds were screened against some bacteria. Their zone diameters showed better results than some known antibiotics.