Cobalt-catalyzed C(sp2)-H/C(sp3)-H coupling via directed C-H activation and 1,5-hydrogen atom transfer

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Abstract

A cobalt-catalyzed C(sp2)-H/C(sp3)-H coupling reaction between an aryl imine and a 2-bromobenzyl-protected secondary amine is reported. Promoted by a combination of a cobalt-N-heterocyclic carbene catalyst and a Grignard reagent, the reaction allows for the introduction of α-aminoalkyl groups into the ortho position of the imine at a mild temperature. The cobalt catalyst is proposed to play key roles in two distinct modes of C-H cleavage, i.e., directed C-H metalation and 1,5-hydrogen atom transfer (HAT).

Original languageEnglish
Pages (from-to)582-585
Number of pages4
JournalOrganic Chemistry Frontiers
Volume5
Issue number4
DOIs
Publication statusPublished - 2018 Feb 21
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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