Rhodium(Ⅲ)-catalyzed benzo[c]azepine-1,3(2H)-dione synthesis via tandem C–H alkylation and intermolecular amination of N-methoxylbenzamide with 3-bromo-3,3-difluoropropene  

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作  者:Xu Xu Guanyu Zhou Guodong Ju Dongjie Wang Bao Li Yingsheng Zhao 

机构地区:[1]Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry,Chemical,Engineering and Materials Science,Soochow University,Suzhou 215123,China [2]School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453000,China

出  处:《Chinese Chemical Letters》2022年第2期847-850,共4页中国化学快报(英文版)

基  金:supported by the Natural Science Foundation of China (No.21772139);the Jiangsu Province Natural Science Found for Distinguished Young Scholars (No.BK20180041);the PAPD Project;supported by the Open Research Fund of the School of Chemistry and Chemical Engineering,Henan Normal University。

摘  要:Here, a rhodium(Ⅲ)-catalyzed benzo[c]azepine-1,3(2 H)-dione synthesis via tandem C-H alkylation and intramolecular amination of N-methoxylbenzamide with 3-bromo-3,3-difluoropropene as the alkylation agent is reported. The substituted benzamides and protected indoles are all tolerated, yielding the corresponding products in moderate to good yields. Further study revealed those bioactive compounds such as piperic acid and a key precursor of Roflumilast all perform well, highlighting the synthetic utility of this method.

关 键 词:Rhodium catalysis Tandem reaction Seven-membered nitrogen heterocycle 

分 类 号:O621.251[理学—有机化学]

 

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