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Science 25 May 2007: Vol. 316. no. 5828, p. 1093 DOI: 10.1126/science.316.5828.1093d
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This Week in Science
Linking two aromatic rings is a key reaction in organic synthesis that generally requires one coupling partner to be modified with a halide and the other appended with an electropositive group, such as boron or tin. Stuart and Fagnou (p. 1172; see the Perspective by Ellman) describe a palladium catalyst that promotes the direct coupling of benzene to indoles without the need for any additional activating groups. The reaction proceeds by C-H bond activation and proves remarkably selective for the cross-coupled product; no benzene or indole dimers are observed. High regio-selectivity for bonding to the 3-carbon position of a wide range of substituted indoles was seen.
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Science. ISSN 0036-8075 (print), 1095-9203 (online)