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Copper-Catalyzed N- and O-Alkylation of Amines and Phenols using Alkylborane Reagents

Shunsuke Sueki and Yoichiro Kuninobu*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: kuninobumol.f.u-tokyo.ac.jp

S. Sueki, Y. Kuninobu, Org. Lett., 2013, 15, 1544-1547.

DOI: 10.1021/ol400323z (free Supporting Information)


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Abstract

In the presence of a catalytic amount of copper(II) acetate and di-tert-butyl peroxide, a cross-coupling reaction of anilines with alkylborane reagents gives N-alkylated anilines in good to excellent yields. Phenols are also applicable for this reaction.

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Key Words

Chan-Lam Coupling, Arylamines, Di-tert-butyl peroxide


ID: J54-Y2013-0890