α,α‐Diphenylbenzo[b]thien‐2‐ylmethanol was treated with a series of aryl bromides in the presence of palladium(II) acetate and tricyclohexylphosphane to give the appropriate 2‐aryl‐benzo[b]thiophenes in good to excellent yield with concomitant formation of benzophenone. The reaction wassuccessfully extended to α,α‐diphenylbenzo[b]thien‐3‐ylmethanol, although in certain cases the transformation was biased by concurrent ortho arylation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

Selective Palladium-Catalyzed ipso Arylation of α,α-Disubstituted Benzo[b]thien-2-ylmethanols with Aryl Bromides Using PCy 3 as Ligand. -The reaction of substrate (I) affords 2-aryl(heteroaryl)benzothiophenes in good to excellent yields. Under the same conditions, benzothien-3-ylmethanol (IV) gives 3-aryl-substituted analogues in poor to good yields. In most cases 2,3-diaryl-substituted benzothiophenes are also formed. 2-Fluorophenyl bromide (IIe) provides exclusively the diarylated product. - (BIRO, A. B.; KOTSCHY*, A.; Eur. J. Org. Chem. 2007, 8, 1364-1368 Inst. Chem., Eoetvoes Lorand Univ., H-1117 Budapest, Hung.; Eng.) -Klein 24-098

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