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

Qian Wang | Zendy; Angelina Osipyan | Zendy; Markella Konstantinidou | Zendy; Roberto Butera | Zendy; Kumchok C. Mgimpatsang | Zendy; Svitlana V. Shishkina | Zendy; Alexander Dömlingꝉ | Zendy

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

Author(s) -

Qian Wang,

Angelina Osipyan,

Markella Konstantinidou,

Roberto Butera,

Kumchok C. Mgimpatsang,

Svitlana V. Shishkina,

Alexander Dömlingꝉ

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b01258

Subject(s) - chemistry , indole test , aniline , yield (engineering) , combinatorial chemistry , catalysis , tandem , stereochemistry , organic chemistry , materials science , metallurgy , composite material

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.

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