Copper-catalyzed synthesis of five-membered heterocycles via double C-N bond formation: an efficient synthesis of pyrroles, dihydropyrroles, and carbazoles

  • Ende Li
  • , Xiaobing Xu
  • , Hongfeng Li
  • , Huimin Zhang
  • , Xiaolei Xu
  • , Xiyuan Yuan
  • , Yanzhong Li*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

Abstract

An efficient copper-catalyzed double C-N bond forming reaction using diiodides and nitrogen-centered nucleophiles including amides and carbamates is reported. The reactions proceed to afford di- or tri-substituted N-acylpyrroles, dihydropyrroles, and carbazoles in good to excellent yields when different diiodides such as 1,4-diiodo-1,3-butadienes, 1,4-dihalobut-1-enes, and 2,2′-diiodobiphenyls were employed, respectively. It is crucial to use CuI as the catalyst with the assistance of proper base and diamine ligand.

Original languageEnglish
Pages (from-to)8961-8968
Number of pages8
JournalTetrahedron
Volume65
Issue number44
DOIs
StatePublished - 31 Oct 2009

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