Cobalt-catalyzed addition of azoles to alkynes

Zhenhua Ding, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

77 Citations (Scopus)

Abstract

A ternary catalytic system consisting of a cobalt salt, a diphosphine ligand, and a Grignard reagent promotes syn-addition of an azole C(2)-H bond across an unactivated internal alkyne with high chemo-, regio-, and stereoselectivities under mild conditions. Mechanistic experiments suggest that the reaction involves oxidative addition of the oxazolyl C-H bond to the cobalt center, alkyne insertion into the Co-H bond, and reductive elimination of the resulting diorganocobalt species.

Original languageEnglish
Pages (from-to)4180-4183
Number of pages4
JournalOrganic letters
Volume12
Issue number18
DOIs
Publication statusPublished - 2010 Sep 17
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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