Microwave assisted synthesis of 2'-/3'-azaflavones/azaflavonones and their N-alkyl derivatives

YAŞAR A., ULAŞ ÇOLAK N., YILDIRIM S.

ORGANIC COMMUNICATIONS, cilt.9, sa.4, ss.73-81, 2016 (ESCI) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 9 Sayı: 4
  • Basım Tarihi: 2016
  • Dergi Adı: ORGANIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.73-81
  • Anahtar Kelimeler: Azaflavone, azaflavonone, microwave, azachalcone, BIOLOGICAL-ACTIVITIES, THEORETICAL CALCULATIONS, CATALYST, (E)-4-AZACHALCONES, PHOTOCHEMISTRY, CYCLIZATION, NITRO
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

2'-Azaflavonone (6) and 3'-azaflavonone (7); were synthesized by a simple environmentally friendly microwave-assisted one-pot method for the cyclization of 2'-hydroxy beta'-2-azachalcanon-beta-ol (1), 2'-hydroxy (E)-2-azachalcone (2), 2'-hydroxy (E)-3-azachalcone (3) under solventless conditions using K-10 clay. In addition to these synthesis, 3-(pyridin-2-yl methyl)-2'-azaflavone (8) and 3-(pyridin-3-yl methyl)-3'-azaflavone (9) were synthesized using silica-supported sodium hydrogen sulphate then the treatment with base, respectively. Additionally, for antimicrobial activities N-alkyl substituted 3'-azaflavonium and 2'-azaflavonium bromides (1012) were prepared from compounds 3, 4 -5 and 8 -9.