Directed C–H Alkenylation of Aryl Imines with Alkenyl Phosphates Promoted by a Cobalt–N-Heterocyclic Carbene Catalyst

Pin Sheng Lee, Wengang Xu, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

We report herein an ortho-C–H alkenylation reaction of aryl imines with alkenyl phosphates promoted by a cobalt–N-heterocyclic carbene (NHC) catalytic system. While commercially available bulky NHC ligands exhibited only modest catalytic activity, elaboration of the nitrogen substituents and backbone of the NHC enabled the desired transformation to proceed in high yield at a mild temperature. The new Co–NHC system proved applicable to a variety of aryl imines and alkenyl phosphates to afford ortho-alkenylated aryl imines, which serve as precursors to benzofulvene derivatives. (Figure presented.).

Original languageEnglish
Pages (from-to)4340-4347
Number of pages8
JournalAdvanced Synthesis and Catalysis
Volume359
Issue number24
DOIs
Publication statusPublished - 2017 Dec 19
Externally publishedYes

Keywords

  • cobalt
  • C–C bond formation
  • C–H functionalization
  • homogeneous catalysis
  • N-heterocyclic carbenes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Directed C–H Alkenylation of Aryl Imines with Alkenyl Phosphates Promoted by a Cobalt–N-Heterocyclic Carbene Catalyst'. Together they form a unique fingerprint.

Cite this