Green and Facile Reaction of Gabapentin with Sulfonyl Chlorides to Synthesize Lactams and Sulfonamides Derivatives in Aqueous Medium


HUSSAİN E. A., KANWAL N., KHAN I. U., MUTAHİR S., KHAN M. A., AHMED M., ...Daha Fazla

LETTERS IN ORGANIC CHEMISTRY, cilt.15, sa.3, ss.163-170, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 15 Sayı: 3
  • Basım Tarihi: 2018
  • Doi Numarası: 10.2174/1570178614666170907143340
  • Dergi Adı: LETTERS IN ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.163-170
  • Erciyes Üniversitesi Adresli: Evet

Özet

In the current research, a facile and green one pot synthesis of new gabapentin-lactams (G(2)-G(8)) has been achieved by reacting gabapentin (G(1)) with a variety of sulfonyl chlorides. The new lactamization protocol is furnished under the green solvent i.e., water and reaction was completed in a short period of time by just stirring at room temperature. Whereas in some cases, annulation could not happen and furnished un-cyclized sulfonamide products (G(9)-G(12)). The structures of the targeted compounds were established by elemental analysis, FT-IR, H-1-NMR and mass spectrometry. The crystals of some new lactams (G(2), G(3), G(4), and G(8)) were also evaluated by single crystal X-ray diffraction.