Selective Palladium‐Catalysed  ipso  Arylation of α,α‐Disubstituted Benzo[ b ]thien‐2‐ylmethanols with Aryl Bromides using PCy 3  as Ligand | Zendy

Bíró A. Beatrix | Zendy; Kotschy András | Zendy

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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

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)

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