ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Study of CuI catalyzed coupling reactions of aryl bromides with imidazole and aliphatic amines under microwave dielectric heating

Eva Veverková and Štefan Toma

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, SK-842 15 Bratislava, Slovakia

E-mail: veverkova@fns.uniba.sk

Received: 1 August 2007  Revised: 8 November 2007  Accepted: 30 November 2007

Abstract: Amination of a variety of functionalized aryl bromides with imidazole and primary and secondary amines was accomplished using a CuI/amino acid catalyst system under microwave heating. Application of microwave irradiation shortened the reaction time from 25–40 h to 6–20 min. Good to very good yields of the corresponding coupling products were obtained when imidazole and secondary amines were used as starting materials. In case of primary amines, the outcome of the reaction was dependent on the character of the substituent on aryl bromide.

Keywords: arylamines - coupling reactions - microwave irradiation - CuI/amino acid catalysis

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-008-0033-z

Chemical Papers 62 (3) 334–338 (2008)