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

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.

SUBMITTER: Du X 

PROVIDER: S-EPMC6204774 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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

Du Xiaochen X   Huang Jianjun J   Nechaev Anton A AA   Yao Ruwei R   Gong Jing J   Van der Eycken Erik V EV   Pereshivko Olga P OP   Peshkov Vsevolod A VA  

Beilstein journal of organic chemistry 20181004

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. ...[more]

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