HONG Lingfen, SUN Nan, REN Hong, MO Weimin, HU Baoxiang, SHEN Zhenlu, HU Xinquan
(College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, China)
Abstract: A facile method for the preparation of a broad range of N-(2,2-diethoxyethyl)anilines have been developed from the corresponding aryl bromides and 2-amino acetaldehyde diethyl acetal via modified Buchwald-Hartwig reaction. Pd catalyst in situ generated by Pd2(dba)3/XantPhos was found to be efficient in this C-N cross-coupling reaction. Under the optimal reaction conditions, both electron-deficient and electron-rich aryl bromides could smoothly convert to their corresponding N-(2,2-diethoxyethyl)anilines with good to excellent yields (73-96%). This newly developed method was facile, efficient and easy to operate.
Key words: aryl bromides; 2-amino acetaldehyde diethyl acetal; Pd catalysis; C-N cross coupling reaction
E-mail: sunnan@zjut.edu.cn
Journal of Molecular Catalysis, Vol. 25, Issue 6, 2011, 489-495
