Premium
Selective Palladium‐Catalysed ipso Arylation of α,α‐Disubstituted Benzo[ b ]thien‐2‐ylmethanols with Aryl Bromides using PCy 3 as Ligand
Author(s) -
Bíró A. Beatrix,
Kotschy András
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600929
Subject(s) - chemistry , palladium , aryl , benzophenone , yield (engineering) , medicinal chemistry , ligand (biochemistry) , organic chemistry , catalysis , biochemistry , alkyl , materials science , receptor , metallurgy
Abstract 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)