串联的铜、钯催化偶联-环化合成二芳胺基芴
收稿日期: 2015-03-26
修回日期: 2015-04-14
网络出版日期: 2015-04-27
基金资助
高等学校博士学科点专项科研基金(No. 20120074120008)和上海市分子催化和功能材料重点实验室(复旦大学, No. 201MCIMKF01)资助项目.
Synthesis of Diarylaminofluorenes through Tandem Copper and Palladium Catalyzed Coupling-Cyclizing Reactions
Received date: 2015-03-26
Revised date: 2015-04-14
Online published: 2015-04-27
Supported by
Project supported by the Specialized Research Fund for the Doctoral Program of Higher Education (No. 20120074120008) and the Shanghai Key Laboratory of Molecular Catalysts and Innovative Materials (Fudan University, No. 2012MCIMKF01).
蔡良珍 , 蔺卉 , 刘涛平 , 陶晓春 . 串联的铜、钯催化偶联-环化合成二芳胺基芴[J]. 有机化学, 2015 , 35(8) : 1682 -1690 . DOI: 10.6023/cjoc201503041
A convenient method of tandem copper and palladium catalyzed coupling-cyclizing reactions has been developed for the preparation of diarylaminofluorenes. Methylbromotriphenylamines prepared by the copper-catalyzed reaction of substituted iodobenzenes and methylbromoanilines, coupled with chlorophenylboronic acid under palladium catalyst to obtain the chlorophenylmethyltriphenylamines (V). A series of diarylaminofluorenes can be generated in good yields through palladium-catalyzed activation of benzylic C(sp3)—H bond of compound V. It was found that the 2-diarylaminofluorenes or 3-diarylaminofluorenes could be efficiently got. These compounds were characterized by 1H NMR, 13C NMR, HRMS, IR and UV-vis.
Key words： diarylaminofluorene; C—H activation; copper-catalyzed; palladium-catalyzed
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