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Synfacts 2008(9): 0977-0977  
DOI: 10.1055/s-2008-1078626
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Pd-Catalyzed ortho Halogenation of C-H Bonds

Contributor(s): Paul Knochel, Andreas J. Wagner
T.-S. Mei, R. Giri, N. Maugel, J.-Q. Yu*
The Scripps Research Institute, La Jolla and Brandeis University, Waltham, USA
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Publikationsdatum:
22. August 2008 (online)

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Significance

The study shows a new catalytic method for the ortho halogenation of arylcarboxylic acids without the need for a nitrogen-containing directing group. Tetraalkylammonium cations as well as organic and inorganic bases such as DBU or DABCO are effective in promoting the C-H activation and enhance the monoselectivity of the halogenation.