Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 40, Pages 11677-11680Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201504390
Keywords
bromine; C-H activation; cross-coupling; regioselectivity; ruthenium
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Funding
- EPSRC
- Engineering and Physical Sciences Research Council [1237115] Funding Source: researchfish
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The first example of a transition-metal-catalyzed, meta-selective C-H bromination procedure is reported. In the presence of catalytic [{Ru(p-cymene)Cl-2}(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.
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