One-pot four-component domino strategy for the synthesis of novel spirooxindole- pyrrolidine/pyrrolizidine-linked 1,2,3-triazole conjugates via stereo- and regioselective [3+2] cycloaddition reactions: In vitro antibacterial and antifungal studies

In this study, a series of highly diversified novel functionalized spirooxindolopyrrolidine and spirooxindolopyrrolizidine-linked 1,2,3-triazole conjugates have been synthesized by a one-pot, four-component condensation of (E)-2-(1-propargy1-2-oxoindoline-3-ylidene) acetophenones as bifunctional dipolarophiles, acenaphthenequinone, a-amino acids with substituted aryl azides using coinage metal catalysts. It was found that CuSO4/Na ascorbate as a catalyst was more performant than Ag2CO3 or Cul. The single-crystal X-ray analysis of one of the cycloadducts proves the structure and the regiochemistry of this reaction. The compounds have been screened for their in vitro antibacterial and antifungal activities using the agar dilution method and display good activities. (C) 2017 Published by Elsevier Masson SAS on behalf of Academie des sciences.