Copper-catalysed C-H functionalisation gives access to 2-aminobenzimidazoles

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

This paper describes the development, optimisation and exemplification of a copper-catalysed C–H functionalisation to form pharmaceutically relevant 2-aminobenzimidazoles from aryl-guanidines. High throughput screening was used as a tool to identify a catalytically active copper source, DoE was used for reaction optimisation and a range of aryl-guanidines were prepared and exposed to the optimum conditions to afford a range of 2-aminobenzimidazoles in moderate to good yields. The methodology has been applied to the synthesis of Emedastine, a marketed anti-histamine pharmaceutical compound, with the key cyclisation step performed on a gram-scale.
Original languageEnglish
Pages (from-to)7943-7955
Number of pages13
JournalOrganic and Biomolecular Chemistry
Volume17
Issue number34
Early online date13 Aug 2019
DOIs
Publication statusPublished - 14 Sep 2019

Keywords

  • optimisation
  • development
  • 2-aminobenzimidazoles
  • copper-catalysed C–H functionalisation

Fingerprint Dive into the research topics of 'Copper-catalysed C-H functionalisation gives access to 2-aminobenzimidazoles'. Together they form a unique fingerprint.

  • Cite this