Palladium-catalyzed alkylation of ortho-C(sp 2)-H bonds of benzylamide substrates with alkyl halides

Yingsheng Zhao, Gong Chen

Research output: Contribution to journalArticlepeer-review

149 Scopus citations


A highly efficient and generally applicable method has been developed to functionalize the ortho-C(sp 2)-H bonds of picolinamide (PA)-protected benzylamine substrates with a broad range of β-H-containing alkyl halides. Sodium triflate has been identified as a critical promoter for this reaction system. The PA group can be easily installed and removed under mild conditions. This method provides a new strategy to prepare highly functionalized benzylamines for the synthesis of complex molecules.

Original languageEnglish (US)
Pages (from-to)4850-4853
Number of pages4
JournalOrganic Letters
Issue number18
StatePublished - Sep 16 2011

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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