Palladium-catalyzed direct C-H silylation and germanylation of benzamides and carboxamides

Kyalo Stephen Kanyiva, Yoichiro Kuninobu*, Motomu Kanai

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

120 Citations (Scopus)


A palladium-catalyzed regioselective activation of C(sp2)-H and C(sp3)-H bonds of benzamides and carboxamides, followed by coupling with disilanes to afford organosilanes in moderate to high yields, with the aid of 8-aminoquinoline as a directing group, is reported. Catalytic C(sp 2)-H germanylation of benzamides also proceeds under the same palladium catalysis. The reaction tolerates a wide variety of functional groups and is scalable without yield reduction. The bidentate directing group is readily removed and recovered by the reaction with a hydrazine, with concominant generation of an acyl hydrazide.

Original languageEnglish
Pages (from-to)1968-1971
Number of pages4
JournalOrganic Letters
Issue number7
Publication statusPublished - 2014 Apr 4
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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