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Csp2-N bond formation via ligand-free Pd-catalyzed oxidative coupling reaction of N -tosylhydrazones and indole derivatives

  • Maxime Roche
  • , Gilles Frison
  • , Jean Daniel Brion
  • , Olivier Provot
  • , Abdallah Hamze
  • , Mouad Alami
  • Université Paris-Saclay
  • CNRS

Research output: Contribution to journalArticlepeer-review

Abstract

In a fresh approach to the synthesis of N-vinylazoles, a ligand-free palladium catalytic system was found to promote the Csp2-N bond-forming reaction utilizing N-tosylhydrazones and N-H azoles. This process shows functional group tolerance; di-, tri-, and tetrasubstituted N-vinylazoles were obtained in high yields. Under the optimized conditions, the reaction proceeds with high stereoselectivity depending on the nature of the coupling partners.

Original languageEnglish
Pages (from-to)8485-8495
Number of pages11
JournalJournal of Organic Chemistry
Volume78
Issue number17
DOIs
Publication statusPublished - 6 Sept 2013
Externally publishedYes

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