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Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester

A metal-free catalytic approach for the remote C6-functionalization of 2,3-disubstituted indoles has been developed. In the presence of catalytic amounts of Brønsted acid, the β,γ-unsaturated α-ketoesters react with 2,3-disubstituted indoles at the C6 position selectively. Under mild reaction condit...

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Detalles Bibliográficos
Autores principales: Zhang, You-Ya, Li, Lin, Zhang, Xiang-Zhi, Peng, Jin-Bao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9513241/
https://www.ncbi.nlm.nih.gov/pubmed/36176896
http://dx.doi.org/10.3389/fchem.2022.992398
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author Zhang, You-Ya
Li, Lin
Zhang, Xiang-Zhi
Peng, Jin-Bao
author_facet Zhang, You-Ya
Li, Lin
Zhang, Xiang-Zhi
Peng, Jin-Bao
author_sort Zhang, You-Ya
collection PubMed
description A metal-free catalytic approach for the remote C6-functionalization of 2,3-disubstituted indoles has been developed. In the presence of catalytic amounts of Brønsted acid, the β,γ-unsaturated α-ketoesters react with 2,3-disubstituted indoles at the C6 position selectively. Under mild reaction conditions, a range of C6-functionalized indoles were prepared with good yields and excellent regioselectivity. This methodology provides a concise and efficient route for the synthesis of C6-functionalized indole derivatives.
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spelling pubmed-95132412022-09-28 Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester Zhang, You-Ya Li, Lin Zhang, Xiang-Zhi Peng, Jin-Bao Front Chem Chemistry A metal-free catalytic approach for the remote C6-functionalization of 2,3-disubstituted indoles has been developed. In the presence of catalytic amounts of Brønsted acid, the β,γ-unsaturated α-ketoesters react with 2,3-disubstituted indoles at the C6 position selectively. Under mild reaction conditions, a range of C6-functionalized indoles were prepared with good yields and excellent regioselectivity. This methodology provides a concise and efficient route for the synthesis of C6-functionalized indole derivatives. Frontiers Media S.A. 2022-09-13 /pmc/articles/PMC9513241/ /pubmed/36176896 http://dx.doi.org/10.3389/fchem.2022.992398 Text en Copyright © 2022 Zhang, Li, Zhang and Peng. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Zhang, You-Ya
Li, Lin
Zhang, Xiang-Zhi
Peng, Jin-Bao
Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
title Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
title_full Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
title_fullStr Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
title_full_unstemmed Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
title_short Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
title_sort brønsted acid catalyzed remote c6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9513241/
https://www.ncbi.nlm.nih.gov/pubmed/36176896
http://dx.doi.org/10.3389/fchem.2022.992398
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