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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...

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Autores principales: Navari, Razieh, Balalaie, Saeed, Mehrparvar, Saber, Darvish, Fatemeh, Rominger, Frank, Hamdan, Fatima, Mirzaie, Sattar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
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.
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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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