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  • Chem Sci Trans., 2013, 2(1),  pp 197-207  

    DOI:10.7598/cst2013.341

    Research Article

    Facile and Green Syntheses of Unsymmetrically Substituted 3-(1-Benzyl-1H-indol-3-yl)-2-(1-ethyl-1H-indole-3-carbonyl)-acrylonitrile and Study of their Antimicrobial Activities

  • G. THIRUPATHI, M. VENKATANARAYANA, P. K. DUBEY and Y. BHARATHI KUMARI
  • Department of Chemistry, Jawaharlal Nehru Technological University, Hyderabad College of Engineering, Kukatpally, Hyderabad (A.P)-500085, India
  • Abstract

    Facile and green syntheses of unsymmetrically substituted-3-(1-benzyl-1H-indol-3-yl)-2-(1-ethyl-1H-indole-3-carbonyl)-acrylonitriles 5(a-d) is being reported. L-tryptophan has been utilized as an efficient and eco-friendly catalyst in the solvent free condition under the grind stone method at room temperature for Knoevenagel condensation of N-benzyl indole-3-carboxyaldehyde (2) with the active methylene compounds, 3-cyanoacetylindole 3(a-d) at room temperature to afford substituted-3-(1-benzyl-1H-indol-3-yl)-2-(1H-indole-3-carbonyl)-acrylonitrile 4(a-d) respectively. Subsequently these products were treated with DES and K2CO3 in the solvent free condition under the grind stone method at room temperature to afford the corresponding substituted-3-(1-benzyl-1H-indol-3-yl)-2- (1-ethyl-1H-indole-3-carbonyl)-acrylonitrile 5(a-d). The antibacterial and antifungal activities of 4(a-d) and 5(a-d) have been studied.

    Keywords

    Indole-3-carboxyaldehyde, 3-Cyanoacetylindole, Knoevenagel reaction, L-tryptophan, Physical grinding

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