Synthesis of 3-alkylideneisoindolinones and isoindolones by a Horner-Wadsworth-Emmons reaction

Miguel Ángel Reyes-González, Ángel Zamudio-Medina, Oscar Abelardo Ramírez-Marroquín, Mario Ordóñez

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15 Scopus citations

Abstract

A series of 3-alkylideneisoindolinones was prepared by a Horner-Wadsworth-Emmons (HWE) reaction of aromatic aldehydes with N-(ω-hydroxyalkyl)-substituted 3-phosphoisoindolin-1-ones, obtained in one-pot synthesis from 2-formylbenzoic acid. Additionally, the intramolecular HWE reaction of the N-(ω-formylalkyl)-substituted phosphoisoindolin-1-ones afforded the corresponding isoindolone derivatives. Graphical Abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)1001-1007
Number of pages7
JournalMonatshefte fur Chemie
Volume145
Issue number6
DOIs
StatePublished - Jun 2014
Externally publishedYes

Keywords

  • Heterocycles
  • Phosphonates
  • Three-component reaction
  • Wittig reaction

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