Silver-Free Palladium-Catalyzed sp3 and sp2 C-H Alkynylation Promoted by a 1,2,3-Triazole Amine Directing Group

Xiaohan Ye, Chang Xu, Lukasz Wojtas, Novruz G. Akhmedov, Hao Chen, Xiaodong Shi

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Triazole amine was identified as an effective directing group in promoting C-H alkynylation under silver-free conditions. No other external oxidant was required, and the alkynylation products were received in good to excellent yields. X-ray crystallographic analysis confirmed a direct C-H activation intermediate. Other typical directing groups, including pyridine amine (PIP) and 8-aminoquinoline (QA), gave almost no reaction under identical conditions, which highlighted the unique reactivity of the triazole directing group in direct C-H functionalization.

Original languageEnglish (US)
Pages (from-to)2970-2973
Number of pages4
JournalOrganic Letters
Issue number12
StatePublished - Jun 17 2016
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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