Novel and efficient copper-catalysed synthesis of nitrogen-linked medium-ring biaryls

Jayne L. Kenwright, Warren R.J.D. Galloway, David T. Blackwell, Albert Isidro-Llobet, James Hodgkinson, Lars Wortmann, Steven D. Bowden, Martin Welch, David R. Spring

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Herein, a new copper-catalysed strategy for the synthesis of rare nitrogen-linked seven-, eight- and nine-membered biaryl ring systems is described. It is proposed that the reaction proceeds through a highly activated intramolecularly co-ordinated copper catalyst. The process is technically simple, proceeds under relatively mild conditions, displays a broad substrate scope and forms biologically valuable products that are difficult to synthesise by other methods. We envisage that this methodology will prove useful in a wide synthetic context, with possible applications in both target-oriented and diversity-oriented synthesis.

Original languageEnglish (US)
Pages (from-to)2981-2986
Number of pages6
JournalChemistry - A European Journal
Volume17
Issue number10
DOIs
StatePublished - Mar 1 2011

Keywords

  • antibiotics
  • biaryls
  • copper
  • medium-ring compounds
  • synthetic methods

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