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Synthesis of 5H-Dibenzo[c,e]azepine-5,7(6H)-diones from Benzamides via Palladium-Catalyzed Double C-H Bond Activation

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Indexed by:期刊论文

First Author:Kondapalli, Vijayakumar

Correspondence Author:Bao, M (reprint author), Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China.

Co-author:Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming

Date of Publication:2017-02-17

Journal:JOURNAL OF ORGANIC CHEMISTRY

Included Journals:SCIE、EI、PubMed

Volume:82

Issue:4

Page Number:2288-2293

ISSN No.:0022-3263

Abstract:A convenient and efficient method for the synthesis of 5H-dibenzo[c,e]azepine-5,7(6H)-diones from simple and readily available benzamides is described in this work. The palladium-catalyzed homocoupling of benzamides occurred via ortho-selective double C-H bond activation using the simplest amide CONH2 as a directing group. The subsequent intramolecular condensation reaction proceeded smoothly to produce 5H-dibenzo[c,e]azepine-5,7(6H)-diones in satisfactory to excellent yields in one pot.

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