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Copper(I) Oxide Catalyzed N-Arylation of Azoles and Amines with Arylboronic Acid at Room Temperature under Base-Free Conditions

Bojja Sreedhar*, Gopaladasu T. Venkanna, Kota Balaji Shiva Kumar, Vura Balasubrahmanyam

*Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Email: sreedharbiict.res.in

B. Sreedhar, G. T. Venkanna, K. B. S. Kumar, V. Balasubrahmanyam, Synthesis, 2008, 795-799.

DOI: 10.1055/s-2008-1032184


Abstract

N-Arylation of azoles and amines with arylboronic acids was efficiently carried out with heterogeneous copper(I) oxide in methanol at room temperature under base-free conditions. Various arylboronic acids and amines were converted to the corresponding N-arylazoles and N-arylamines in very good yields, demonstrating the versatility of the reaction.

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An Efficient Base-Free N-Arylation of Imidazoles and Amines with Arylboronic Acids Using Copper-Exchanged Fluorapatite

M. L. Kantam, G. T. Venkanna, C. Sridhar, B. Sreedhar, B. M. Choudary, J. Org. Chem., 2006, 71, 9522-9524.


Key Words

copper(I) oxide, N-arylimidazoles, imidazoles, N-arylamines, N-arylation, heterogeneous catalyst, Chan-Lam Coupling


ID: J66-Y2008-0630