4.6 Article

Synthesis of 1′-tetrazolylmethyl-spiro[pyrrolidine-3,3′-oxindoles] via two coupled one-pot processes Ugi-azide/Pictet-Spengler and oxidative spiro-rearrangement

Journal

NEW JOURNAL OF CHEMISTRY
Volume 42, Issue 3, Pages 1600-1603

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7nj03829a

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Funding

  1. DAIP project [859/2016]
  2. CONACYT project [CB-2016-285622]
  3. CONACYT [425598/265314, 554166/290817]
  4. PRODEP [12413143]
  5. Laboratorio Nacional de Caracterizacion de Propiedades Fisicoquimicas y Estructura Molecular (CONACYT-Mexico) [123732]

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Six novel tris-heterocycles 1'-tetrazolylmethyl-spiro[pyrrolidine-3,3'-oxindoles] were synthesized in 39-82% yields in two experimental steps: (i) a one-pot Ugi-azide/Pictet-Spengler process coupled to (ii) a one-pot oxidative spiro-rearrangement. The synthesized polyheterocycles could be used for further in vitro studies because they contain moieties present in various anticancer bioactive molecules and drugs.

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