Practical and high stereoselective synthesis of 3-(arylmethylene) isoindolin-1-ones from 2-formylbenzoic acid

Miguel Angel Reyes-González, Angel Zamudio-Medina, Mario Ordóñez

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52 Scopus citations

Abstract

Practical and high stereoselective synthesis of 3-(arylmethylene) isoindolin-1-ones is reported. The synthetic method involves the preparation of dimethyl isoindolin-1-one-3-yl-phosphonates by a 'one-pot' three-component reaction of 2-formylbenzoic acid with 4-methoxybenzylamine or aminoacetaldehyde dimethyl acetal and dimethyl phosphite under solvent and catalyst free-conditions, followed by a Horner reaction with several aryl aldehydes.

Original languageEnglish
Pages (from-to)5756-5758
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number43
DOIs
StatePublished - 24 Oct 2012
Externally publishedYes

Keywords

  • 2-Formylbenzoic acid
  • 3-Methyleneisoindolin-1-ones
  • Aminophosphonates
  • Horner reaction
  • One-pot three-component reaction

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