Cobalt-catalyzed intermolecular hydroacylation of olefins through chelation-assisted imidoyl C-H activation

Junfeng Yang, Yuan Wah Seto, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

52 Citations (Scopus)

Abstract

A low-valent cobalt catalyst generated from cobalt(II) bromide, a diphosphine ligand, and zinc powder promotes intermolecular hydroacylation of olefins using N-3-picolin-2-yl aldimines as aldehyde equivalents, which affords, upon acidic hydrolysis, ketone products in moderate to good yields with high linear selectivity. The reaction is applicable to styrenes, vinylsilanes, and aliphatic olefins as well as to various aryl and heteroaryl aldimines. The cobalt catalysis features a distinctively lower reaction temperature (60 °C) compared with those required for the same type of transformations catalyzed by rhodium complexes (typically 130-150°C).

Original languageEnglish
Pages (from-to)3054-3057
Number of pages4
JournalACS Catalysis
Volume5
Issue number5
DOIs
Publication statusPublished - 2015 May 1
Externally publishedYes

Keywords

  • C-H activation
  • aldimines
  • alkenes
  • cobalt
  • hydroacylation

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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