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

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...

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Autores principales: Du, Xiaochen, Huang, Jianjun, Nechaev, Anton A, Yao, Ruwei, Gong, Jing, Van der Eycken, Erik V, Pereshivko, Olga P, Peshkov, Vsevolod A
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204774/
https://www.ncbi.nlm.nih.gov/pubmed/30410618
http://dx.doi.org/10.3762/bjoc.14.234
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author Du, Xiaochen
Huang, Jianjun
Nechaev, Anton A
Yao, Ruwei
Gong, Jing
Van der Eycken, Erik V
Pereshivko, Olga P
Peshkov, Vsevolod A
author_facet Du, Xiaochen
Huang, Jianjun
Nechaev, Anton A
Yao, Ruwei
Gong, Jing
Van der Eycken, Erik V
Pereshivko, Olga P
Peshkov, Vsevolod A
author_sort Du, Xiaochen
collection PubMed
description 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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spelling pubmed-62047742018-11-08 Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones Du, Xiaochen Huang, Jianjun Nechaev, Anton A Yao, Ruwei Gong, Jing Van der Eycken, Erik V Pereshivko, Olga P Peshkov, Vsevolod A Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2018-10-04 /pmc/articles/PMC6204774/ /pubmed/30410618 http://dx.doi.org/10.3762/bjoc.14.234 Text en Copyright © 2018, Du et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Du, Xiaochen
Huang, Jianjun
Nechaev, Anton A
Yao, Ruwei
Gong, Jing
Van der Eycken, Erik V
Pereshivko, Olga P
Peshkov, Vsevolod A
Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones
title Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones
title_full Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones
title_fullStr Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones
title_full_unstemmed Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones
title_short Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones
title_sort gold-catalyzed post-ugi alkyne hydroarylation for the synthesis of 2-quinolones
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204774/
https://www.ncbi.nlm.nih.gov/pubmed/30410618
http://dx.doi.org/10.3762/bjoc.14.234
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