Cobalt-Catalyzed Regioselective Carboamidation of Alkynes with Imides Enabled by Cleavage of C–N and C–C Bonds

Through the oxidative addition of cobalt into the N–C­(O) bond of phthalimide and the subsequent decarbonylation, we describe an efficient cobalt-catalyzed intermolecular decarbonylative carboamidation of alkynes. High regioselectivities have been achieved for unsymmetrical alkynes (including aryl–a...

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Veröffentlicht in:Organic letters 2020-05, Vol.22 (9), p.3386-3391
Hauptverfasser: Min, Xiang-Ting, Ji, Ding-Wei, Zheng, Hao, Chen, Bing-Zhi, Hu, Yan-Cheng, Wan, Boshun, Chen, Qing-An
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Sprache:eng
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Zusammenfassung:Through the oxidative addition of cobalt into the N–C­(O) bond of phthalimide and the subsequent decarbonylation, we describe an efficient cobalt-catalyzed intermolecular decarbonylative carboamidation of alkynes. High regioselectivities have been achieved for unsymmetrical alkynes (including aryl–alkyl or aryl–aryl) to deliver polysubstituted isoquinolones. To facilitate step economy, a three-component decarbonylative carboamidation of alkynes with phthalic anhydrides and amines has been demonstrated using the current cobalt catalysis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00875