Journal
TETRAHEDRON
Volume 65, Issue 16, Pages 3085-3089Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.10.053
Keywords
Biaryl compounds; 2-Phenylpyridine; Palladium; Dimerization; C-H bond activation; Ullmann coupling
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A Cu(II)/I-2-mecliated C-H bond activation is described. A variety of 2-phenylpyridine derivatives are oxidatively dimerized at the ortho-position of the phenyl ring in which a net loss of two hydrogen atoms results ill [lie formation of a biaryl compound via a double C-H activation/C-C bond-forming process. Moderate functional group tolerance was observed on both the aryl and the pyridyl rings. A single electron transfer (SET) or electrophilic metalation process for iodination followed by Ullmann Coupling Of the intermediate iodinated product is proposed as the operating mechanism for the dimerization process. (C) 2008 Published by Ekevier Ltd.
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