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

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M. Lakshmi Kantam,*^† Gopaldasu T. Venkanna,^† Chidara Sridhar,^† Bojja Sreedhar,^† and Boyapati M. Choudary^‡

Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India, and Ogene Systems Pvt. Ltd., 11-6-56, GSR Estates, Moosapet, Hyderabad, India mlakshmi@iict.res.in

J. Org. Chem., 2006, 71 (25), pp 9522–9524

DOI: 10.1021/jo0614036

Publication Date (Web): November 16, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

Indian Institute of Chemical Technology.

‡

Ogene Systems.

Abstract

N-Arylation of imidazoles and amines with arylboronic acids was accomplished with copper-exchanged fluorapatite (CuFAP) in methanol at room temperature. The products N-arylimidazoles and N-arylamines were isolated in good to excellent yields. A variety of arylboronic acids were converted to the corresponding N-arylimidazoles and N-arylamines, demonstrating the versatility of the reaction.

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Published In Issue December 08, 2006
Received July 6, 2006

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