Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones

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Du, Xiaochen
Huang, Jianjun
Nechaev, Anton A.
Yao, Ruwei
Gong, Jing
Van der Eycken, Erik V.
Pereshivko, Olga P.
Peshkov, Vsevolod A.

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Beilstein J. Org. Chem.

Abstract

A series of propargylamides containing an electron-rich benzene ring was prepared through the Ugi reaction of 3,5-dimethoxyaniline with various propiolic acids, aldehydes and isocyanides. Subjecting these adducts to a gold-catalyzed intramolecular alkyne hydroarylation process allowed to efficiently construct the 2-quinolone core bearing a branched substituent on the nitrogen atom...

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Du, X.; Huang, J.; Nechaev, A. A.; Yao, R.; Gong, J.; Van der Eycken, E. V.; Pereshivko, O. P.; Peshkov, V. A. Beilstein J. Org. Chem. 2018, 14, 2572–2579. doi:10.3762/bjoc.14.234

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