Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration

Boon Hong Tan, Jinghua Dong, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

87 Citations (Scopus)

Abstract

Migratory carbometalation: A cobalt-Xantphos complex catalyzes the addition of an arylzinc reagent to an unactivated internal alkyne; the reaction most likely involves insertion of the alkyne into an arylcobalt species and vinyl-to-aryl 1,4-cobalt migration, followed by transmetalation with the arylzinc reagent. Interception of the resulting ortho-alkenylarylzinc species with electrophiles allows access to 1-alkenyl arenes functionalized in the 2-position.

Original languageEnglish
Pages (from-to)9610-9614
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number38
DOIs
Publication statusPublished - 2012 Sep 17
Externally publishedYes

Keywords

  • alkynes
  • C-H activation
  • cobalt
  • multicomponent couplings
  • organozinc reagents

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration'. Together they form a unique fingerprint.

Cite this