Substrate scope in the direct imine acylation of ortho-substituted benzoic acid derivatives: the total synthesis (±)-cavidine

Christiana Kitsiou, William P. Unsworth, Graeme Coulthard, Richard J K Taylor*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


The direct imine acylation (DIA) and subsequent cyclisation of a range of imines with ortho-substituted benzoic acid derivatives is described. Variation in the coupling reagents, imine and benzoic acid were all examined. The DIA procedure was also applied in the total synthesis of (±)-cavidine.

Original languageEnglish
Pages (from-to)7172-7180
Number of pages9
Issue number40
Early online date1 May 2014
Publication statusPublished - 7 Oct 2014


  • Cavidine
  • Evodiamine
  • Molecular diversity
  • N-Acyliminium ions
  • Nitrogen heterocycles

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