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


YAŞAR A. , ULAŞ ÇOLAK N. , YILDIRIM S.

ORGANIC COMMUNICATIONS, vol.9, no.4, pp.73-81, 2016 (Journal Indexed in ESCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 9 Issue: 4
  • Publication Date: 2016
  • Title of Journal : ORGANIC COMMUNICATIONS
  • Page Numbers: pp.73-81

Abstract

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.