Piperazine as leaving group in A3 adducts: Fast access to alkynyl indoles

Research output: Contribution to journalArticlepeer-review

Abstract

The A3 coupling between N-ethylpiperazine and electron-rich aromatic aldehydes forms adducts that may be easily used as electrophiles towards electron-rich heterocycles such as indoles. The removal of the piperazine moiety is triggered by the addition of 1,2-dibromoethane. Overall, the reaction provides efficient access to alkynyl indoles and pyrroles.

Original languageEnglish
Article numberst-2016-d0042-l
Pages (from-to)1572-1576
Number of pages5
JournalSynlett
Volume27
Issue number10
DOIs
Publication statusPublished - 2 Jun 2016

Keywords

  • A3 reaction
  • alkyne
  • indoles
  • piperazine

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