An easy and general protocol for multicomponent coupling reactions of aldehydes, amides, and dienophiles

Dirk Strübing, Helfried Neumann, Axel Jacobi von Wangelin, Stefan Klaus, Sandra Hübner, Matthias Beller

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

An improved procedure for the three-component coupling reaction of aldehydes, amides, and dienophiles (AAD-reaction) has been developed. The use of microwave technology enables the endo-selective synthesis of N-acyl cyclohexenylamines via condensation of readily available aldehydes and amides, and subsequent Diels-Alder reaction with electron-deficient dienophiles in significantly improved yields. Advantageously, there is no need of employing additional solvents and reaction times are drastically reduced compared to similar thermal reactions.

Original languageEnglish
Pages (from-to)10962-10967
Number of pages6
JournalTetrahedron
Volume62
Issue number47
DOIs
StatePublished - 20 Nov 2006
Externally publishedYes

Keywords

  • Aldehydes
  • Diels-Alder reaction
  • Dienophiles
  • Microwaves
  • Multicomponent reaction

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