Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor

A convergent strategy is reported for the construction of nitrogen-containing heterocycles from common substrates: 1,4-diketones and primary amines. Indeed, by just varying the substrates, the substituents, or the heating mode, it is possible to selectively synthesize indole, indolone (1,5,6,7-tetra...

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Autores principales: El-Marrouki, Dalel, Touchet, Sabrina, Abdelli, Abderrahmen, M’Rabet, Hédi, Lotfi Efrit, Mohamed, Gros, Philippe C
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7372239/
https://www.ncbi.nlm.nih.gov/pubmed/32733616
http://dx.doi.org/10.3762/bjoc.16.144
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author El-Marrouki, Dalel
Touchet, Sabrina
Abdelli, Abderrahmen
M’Rabet, Hédi
Lotfi Efrit, Mohamed
Gros, Philippe C
author_facet El-Marrouki, Dalel
Touchet, Sabrina
Abdelli, Abderrahmen
M’Rabet, Hédi
Lotfi Efrit, Mohamed
Gros, Philippe C
author_sort El-Marrouki, Dalel
collection PubMed
description A convergent strategy is reported for the construction of nitrogen-containing heterocycles from common substrates: 1,4-diketones and primary amines. Indeed, by just varying the substrates, the substituents, or the heating mode, it is possible to selectively synthesize indole, indolone (1,5,6,7-tetrahydroindol-4-one), or cinnoline (5,6,7,8-tetrahydrocinnoline) derivatives in moderate to excellent yields.
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spelling pubmed-73722392020-07-29 Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor El-Marrouki, Dalel Touchet, Sabrina Abdelli, Abderrahmen M’Rabet, Hédi Lotfi Efrit, Mohamed Gros, Philippe C Beilstein J Org Chem Full Research Paper A convergent strategy is reported for the construction of nitrogen-containing heterocycles from common substrates: 1,4-diketones and primary amines. Indeed, by just varying the substrates, the substituents, or the heating mode, it is possible to selectively synthesize indole, indolone (1,5,6,7-tetrahydroindol-4-one), or cinnoline (5,6,7,8-tetrahydrocinnoline) derivatives in moderate to excellent yields. Beilstein-Institut 2020-07-17 /pmc/articles/PMC7372239/ /pubmed/32733616 http://dx.doi.org/10.3762/bjoc.16.144 Text en Copyright © 2020, El-Marrouki 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
El-Marrouki, Dalel
Touchet, Sabrina
Abdelli, Abderrahmen
M’Rabet, Hédi
Lotfi Efrit, Mohamed
Gros, Philippe C
Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor
title Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor
title_full Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor
title_fullStr Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor
title_full_unstemmed Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor
title_short Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor
title_sort tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone michael acceptor
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7372239/
https://www.ncbi.nlm.nih.gov/pubmed/32733616
http://dx.doi.org/10.3762/bjoc.16.144
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