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Arylation of adamantanamines: VIII. Optimization of the catalytic system for copper-catalyzed arylation of adamantane-containing amines
Authors:S P Panchenko  A S Abel  A D Averin  O A Maloshitskaya  E N Savelyev  B S Orlinson  I A Novakov  I P Beletskaya
Institution:1.Faculty of Chemistry,Moscow State University,Moscow,Russia;2.Frumkin Institute of Physical Chemistry and Electrochemistry,Russian Academy of Sciences,Moscow,Russia;3.Volgograd State Technical University,Volgograd,Russia
Abstract:Arylation of adamantane-containing amines with iodobenzene in the presence of copper(I) and copper(II) compounds and various N,N-, N,O- and O,O-bidentate ligands was studied. The best results were obtained using the catalytic system CuI–rac-BINOL 1,1′-bi(naphthalen-2-ol)] (10/20 mol %). Reactions with iodobenzene derivatives containing electron-donor and electron-withdrawing substituents in the para position to the iodine atom were carried out under the optimal conditions.
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