Cobalt-catalyzed coupling of alkyl grignard reagent with benzamide and 2-phenylpyridine derivatives through directed C-H bond activation under air

Quan Chen, Laurean Ilies, Naohiko Yoshikai, Eiichi Nakamura

Research output: Contribution to journalArticlepeer-review

124 Citations (Scopus)

Abstract

Aromatic carboxamides and 2-phenylpyridine derivatives can be ortho-alkylated with Grignard reagents in the presence of a cobalt catalyst and DMPU as a ligand. The reaction proceeds smoothly at room temperature, using air as the sole oxidant. The dialkylated product is selectively obtained when N-methylcarboxamide is employed as a substrate, whereas N-phenyl- or N-isopropylcarboxamide preferentially gives the monoalkylated product.

Original languageEnglish
Pages (from-to)3232-3234
Number of pages3
JournalOrganic letters
Volume13
Issue number12
DOIs
Publication statusPublished - 2011 Jun 17
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Cobalt-catalyzed coupling of alkyl grignard reagent with benzamide and 2-phenylpyridine derivatives through directed C-H bond activation under air'. Together they form a unique fingerprint.

Cite this