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Rh-catalyzed Transient Directing Group Promoted C-H Amidation of Benzaldehydes Utilizing Dioxazolones

Rh-catalyzed Transient Directing Group Promoted C-H Amidation of Benzaldehydes Utilizing Dioxazolones

作     者:Xiaoyang Wang Song Song Ning Jiao 

作者机构:State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University Xue Yuan Rd. 38 Beijing 200192 China State Key Laboratory of Organometallic Chemistry Chinese Academy of Sciences Shanghai 200032 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2018年第36卷第3期

页      面:213-216页

核心收录:

学科分类:080602[工学-钢铁冶金] 081702[工学-化学工艺] 08[工学] 0806[工学-冶金工程] 0817[工学-化学工程与技术] 0703[理学-化学] 

基  金:Acknowledgement We thank National Basic Research Program of China (973 Program) (No. 2015CB856600)  the National Natural Science Foundation of China (Nos. 21632001  21772002)  National Young Topnotch Talent Support Program  and Peking University Health Science Center (No. BMU20160541) for financial support of this work. We thank Bencong Zhu in this group for reproducing the results of 3b and 4f. 

主  题:amidation benzaldehydes rhodium C--H functionalization transient directing group 

摘      要:Transition-metal catalyzed C--H functionalization of benzaldehydes is of great interest in organic synthesis. Herein, we developed a transient directing group assisted amidation of benzaldehydes catalyzed by rhodium catalyst. With the employment of 10 mol% of 4-trifluoromethyl aniline, the in situ generated imine groups as the directing group efficiently enable this transformation. By using this protocol, a wide range of benzaldehydes were efficiently converted into the corresponding N-(2-formylphenyl)benzamides utilizing dioxazolones as the nitrogen source.

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