Iridium-catalysed ortho-H/D and -H/T exchange under basic conditions: C-H activation of unprotected tetrazoles

William J. Kerr, David M. Lindsay, Marc Reid, Jens Atzrodt, Volker Derdau, Patrick Rojahn, Remo Weck

Research output: Contribution to journalArticle

40 Citations (Scopus)
178 Downloads (Pure)

Abstract

The first examples of selective ortho-directed C-H activation with unprotected 2-aryltetrazoles are described. A new base-assisted protocol for iridium (I) hydrogen isotope exchange catalysis allows access to ortho-deuterated and tritiated tetrazoles, including the tetrazole-containing pharmaceutical, Valsartan. Preliminary mechanistic studies are also presented.
Original languageEnglish
Pages (from-to)6669-6672
Number of pages4
JournalChemical Communications
Volume52
Issue number40
Early online date20 Apr 2016
DOIs
Publication statusE-pub ahead of print - 20 Apr 2016

Keywords

  • iridium (I) hydrogen isotope exchange catalysis
  • ortho-directed C-H activation
  • 2-aryltetrazoles

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