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Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction
An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6466694/ https://www.ncbi.nlm.nih.gov/pubmed/31019580 http://dx.doi.org/10.3762/bjoc.15.85 |
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author | Navari, Razieh Balalaie, Saeed Mehrparvar, Saber Darvish, Fatemeh Rominger, Frank Hamdan, Fatima Mirzaie, Sattar |
author_facet | Navari, Razieh Balalaie, Saeed Mehrparvar, Saber Darvish, Fatemeh Rominger, Frank Hamdan, Fatima Mirzaie, Sattar |
author_sort | Navari, Razieh |
collection | PubMed |
description | An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et(3)N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach. |
format | Online Article Text |
id | pubmed-6466694 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-64666942019-04-24 Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction Navari, Razieh Balalaie, Saeed Mehrparvar, Saber Darvish, Fatemeh Rominger, Frank Hamdan, Fatima Mirzaie, Sattar Beilstein J Org Chem Full Research Paper An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et(3)N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach. Beilstein-Institut 2019-04-11 /pmc/articles/PMC6466694/ /pubmed/31019580 http://dx.doi.org/10.3762/bjoc.15.85 Text en Copyright © 2019, Navari 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 Navari, Razieh Balalaie, Saeed Mehrparvar, Saber Darvish, Fatemeh Rominger, Frank Hamdan, Fatima Mirzaie, Sattar Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
title | Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
title_full | Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
title_fullStr | Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
title_full_unstemmed | Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
title_short | Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
title_sort | efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6466694/ https://www.ncbi.nlm.nih.gov/pubmed/31019580 http://dx.doi.org/10.3762/bjoc.15.85 |
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