Abstract
Copper catalyzed modification of Gomberg–Bachmann–Hey reaction to synthesize symmetrical/unsymmetrical biaryls via diazotization of anilines with p-TSA and NaNO 2 system at 50 °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-NHCOCH 3 and o-CONH 2 which gave symmetrical biaryls, all others gave selectively unsymmetrical biaryls.
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