A multicomponent reaction towards N-(cyanomethyl)amides

N. Elders, E. Ruijter, F.J.J. de Kanter, E Janssen, M. Lutz, A.L Spek, R.V.A. Orru

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

A study was conducted to demonstrate multicomponent reactions (MCR) towards N-(cyanomethyl)amides. A fourth MCR was developed from α-isocyano amides, amines, and carbonyl components. It was demonstrated that the resulting N-(cyanomethyl)amides were to be isolated in moderate to excellent yield using a wide range of primary and secondary amines, along with aldehydes and ketones. A number of functional groups were tolerated in addition to the broad substrate scope of the reaction, eliminating the need for protective groups and allowing direct post-modification. The results of the reaction were also directed toward 2H-2-imidazolines by modifying reaction conditions. The α-isocyano amides, aldehydes or ketones, and amines were stirred in MeOH in the presence of MgSO
Original languageEnglish
Pages (from-to)6096-6099
Number of pages4
JournalChemistry: A European Journal
Volume15
Issue number25
Early online date5 Jun 2009
DOIs
Publication statusPublished - 15 Jun 2009

Keywords

  • Amides/chemical synthesis
  • Catalysis
  • Imidazolines/chemistry
  • Molecular Structure
  • Nitriles/chemical synthesis
  • Silver/chemistry

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