Synthesis 2006(23): 3955-3962  
DOI: 10.1055/s-2006-950336
PAPER
© Georg Thieme Verlag Stuttgart · New York

Bis(cyclohexanone) Oxalyldihydrazone/Copper(II) Oxide - A Novel and Efficient Catalytic System for Ullmann-type C-N Coupling in Pure Water

Xinhai Zhu, Yan Ma, Li Su, Huacan Song, Gong Chen, Dacheng Liang, Yiqian Wan*
School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, P. R. of China
Fax: +86(20)84112245; e-Mail: ceswyq@mail.sysu.edu.cn;
Further Information

Publication History

Received 16 June 2006
Publication Date:
02 November 2006 (online)

Abstract

Aminations of aryl halides were conducted under fast copper-bis(cyclohexanone) oxalyldihydrazone catalysis in pure water with both temperature-controlled microwave heating and traditional heating. With a reaction time of five minutes under microwave heating at 130 °C or at reflux for 10 hours, both electron-rich and electron-deficient aryl halides reacted with various amines to provide fair to good yields of the corresponding anilines.