期刊
TETRAHEDRON LETTERS
卷 52, 期 38, 页码 4950-4953出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.07.074
关键词
Gomberg-Buchmann-Hey reaction; Aryldiazonium tosylate; Cross coupling; Copper catalyst; Biaryls
Copper catalyzed modification of Gomberg-Bachmann-Hey reaction to synthesize symmetrical/unsymmetrical biaryls via diazotization of anilines with p-TSA and NaNO2 system at 50 degrees C, in aromatic liquids as solvents and second partners was successfully developed. Aniline and 3-nitronaniline gave biphenyl and 3-nitrobiphenyl, respectively, with moderate yields. All para-substituted anilines gave comparatively higher yields while in the other cases including ortho-substituted anilines yields were lower. Except anilines with o-NHCOCH3 and o-CONH2 which gave symmetrical biaryls, all others gave selectively unsymmetrical biaryls. (C) 2011 Elsevier Ltd. All rights reserved.
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