Cobalt-catalyzed C(sp2)–H/C(sp3)–H coupling via directed C–H activation and 1,5-hydrogen atom transfer
Date of Issue2017
School of Physical and Mathematical Sciences
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).
Hydrogen Atom Transfer
Organic Chemistry Frontiers
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