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Ruthenium-Catalyzed meta-Selective C-H Bromination.

ABSTRACT: 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.

SUBMITTER: Teskey CJ

PROVIDER: S-EPMC4678425 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Ruthenium-Catalyzed meta-Selective C-H Bromination.

Teskey Christopher J CJ Lui Andrew Y W AY Greaney Michael F MF

Angewandte Chemie (International ed. in English) 20150818 40

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 ...[more]

PMID: 26288217

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