Ruthenium-Catalyzed meta-Selective C-H Bromination.
The first example of a transition-metal-catalyzed, meta-selective C-H bromination procedure is reported. In the presence of catalytic [{Ru(p-cymene)Cl2 }2 ], tetrabutylammonium tribromide can be used to functionalize the meta C-H bond of 2-phenylpyridine derivatives, thus affording difficult to access products which are highly predisposed to further derivatization. We demonstrate this utility with one-pot bromination/arylation and bromination/alkenylation procedures to deliver meta-arylated and meta-alkenylated products, respectively, in a single step.
School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL (UK).
Christopher J
CJ
Teskey
School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL (UK).
Andrew Y W
AY
Lui
School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL (UK). michael.greaney@manchester.ac.uk.
Michael F
MF
Greaney
CH activation; bromine; cross-coupling; regioselectivity; ruthenium