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Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles.

ABSTRACT: Here we describe a facile, tandem synthetic route for indolo[3,2-c]quinolinones, a class of natural alkaloid analogues of high biological significance. A Ugi four-component reaction with indole-2-carboxylic acid and an aniline followed by a Pd-catalyzed cyclization yields tetracyclic indoloquinolines in good to moderate yields. Commercially available building blocks yield highly diverse analogues in just two simple steps.

SUBMITTER: Wang Q

PROVIDER: S-EPMC6759776 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles.

Wang Qian Q Osipyan Angelina A Konstantinidou Markella M Butera Roberto R Mgimpatsang Kumchok C KC Shishkina Svitlana V SV Dömling Alexander A

The Journal of organic chemistry 20190903 18

Here we describe a facile, tandem synthetic route for indolo[3,2-<i>c</i>]quinolinones, a class of natural alkaloid analogues of high biological significance. A Ugi four-component reaction with indole-2-carboxylic acid and an aniline followed by a Pd-catalyzed cyclization yields tetracyclic indoloquinolines in good to moderate yields. Commercially available building blocks yield highly diverse analogues in just two simple steps. ...[more]

PMID: 31433186

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