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

[Image: see text] 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 tetracycl...

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Autores principales: Wang, Qian, Osipyan, Angelina, Konstantinidou, Markella, Butera, Roberto, Mgimpatsang, Kumchok C., Shishkina, Svitlana V., Dömling, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759776/
https://www.ncbi.nlm.nih.gov/pubmed/31433186
http://dx.doi.org/10.1021/acs.joc.9b01258
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author Wang, Qian
Osipyan, Angelina
Konstantinidou, Markella
Butera, Roberto
Mgimpatsang, Kumchok C.
Shishkina, Svitlana V.
Dömling, Alexander
author_facet Wang, Qian
Osipyan, Angelina
Konstantinidou, Markella
Butera, Roberto
Mgimpatsang, Kumchok C.
Shishkina, Svitlana V.
Dömling, Alexander
author_sort Wang, Qian
collection PubMed
description [Image: see text] 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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spelling pubmed-67597762019-09-26 Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles Wang, Qian Osipyan, Angelina Konstantinidou, Markella Butera, Roberto Mgimpatsang, Kumchok C. Shishkina, Svitlana V. Dömling, Alexander J Org Chem [Image: see text] 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. American Chemical Society 2019-08-21 2019-09-20 /pmc/articles/PMC6759776/ /pubmed/31433186 http://dx.doi.org/10.1021/acs.joc.9b01258 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Wang, Qian
Osipyan, Angelina
Konstantinidou, Markella
Butera, Roberto
Mgimpatsang, Kumchok C.
Shishkina, Svitlana V.
Dömling, Alexander
Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles
title Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles
title_full Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles
title_fullStr Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles
title_full_unstemmed Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles
title_short Pd-Catalyzed de Novo Assembly of Diversely Substituted Indole-Fused Polyheterocycles
title_sort pd-catalyzed de novo assembly of diversely substituted indole-fused polyheterocycles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759776/
https://www.ncbi.nlm.nih.gov/pubmed/31433186
http://dx.doi.org/10.1021/acs.joc.9b01258
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