Synthesis of pyrrolidinoindolines from 2-(2-oxo-3-indolyl)acetates: Scope and limitations

Martha S. Morales-Ríos, Ernesto Rivera-Becerril, Daphne E. González-Juárez, Juan Benjamín García-Vázquez, Joel J. Trujillo-Serrato, Angelina Hernández-Barragán, Pedro Joseph-Nathan

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A series of 1,3a,8-alkylpyrrolidinoindolines have been synthesized. The scope and limitations of the alkylation of starting methyl oxindol-3-acetates are explored employing electron-rich and electron-poor alkylating agents. Hydrolysis and reductive lactonization of the resulting carboxylic γ-oxindolic acid derivatives proceeds with good yields to afford 2-oxofuroindolines providing ready access to the pyrrolidinoindoline derivatives.

Original languageEnglish
Pages (from-to)457-464
Number of pages8
JournalNatural Product Communications
Volume6
Issue number4
DOIs
StatePublished - Apr 2011
Externally publishedYes

Keywords

  • 2-oxofuroindolines
  • 3,3-dialkyloxindoles
  • Electron-rich and electron poor alkylating agents
  • Pyrrolidinoindolines

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