Cu(I)-mediated reductive amination of boronic acids with nitroso aromatics.

Ying Yu; Jiri Srogl; Lanny S Liebeskind

doi:10.1021/ol048982q

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Cu(I)-mediated reductive amination of boronic acids with nitroso aromatics.

Ying Yu·Jiri Srogl·Lanny S Liebeskind

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Abstract

[reaction: see text] A mild method for the reductive amination of aryl boronic acids with nitroso aromatic compounds is reported. This C-N bond formation is mediated by a stoichiometric amount of CuCl as both a catalyst and a reducing agent. Alternatively, 10% Cu(I)-3-methylsalicylate (CuMeSal) catalyzes the same reaction in the presence of either ascorbic acid or hydroquinone as the terminal reducing agent. Diarylamines bearing a variety of functional groups can be obtained in good yields.

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Amination Boronic Acids Catalysis Copper Indicators and Reagents Molecular Structure Nitroso Compounds Oxidation-Reduction Journal Article Research Support, U.S. Gov't, P.H.S.

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Ying Yu, Jiri Srogl, Lanny S Liebeskind. 2004-07-22. Cu(I)-mediated reductive amination of boronic acids with nitroso aromatics.. https://doi.org/10.1021/ol048982q

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