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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

Release Time:2019-03-12  Hits:

Indexed by: Journal Article

Date of Publication: 2017-02-17

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: PubMed、EI、SCIE

Volume: 82

Issue: 4

Page Number: 2288-2293

ISSN: 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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