KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives

In this study, a novel approach has been used for the efficient synthesis of tetrahydrodipyrazolopyridine derivatives (5a–m) via a four-component one-pot condensation reaction of aromatic aldehydes, hydrazinehydrate, ethyl acetoacetate, and ammonium acetate in the presence of KCC-1-npr-NH2-DPA as an...

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Autores principales: Sajjad Azizi, Nasrin Shadjou, Mohammad Hasanzadeh
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Lenguaje:EN
Publicado: Taylor & Francis Group 2019
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Acceso en línea:https://doaj.org/article/6824fcc9d5ce48f08db3fb70a35feb9b
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spelling oai:doaj.org-article:6824fcc9d5ce48f08db3fb70a35feb9b2021-12-02T08:53:26ZKCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives2055-033210.1080/20550324.2019.1681623https://doaj.org/article/6824fcc9d5ce48f08db3fb70a35feb9b2019-10-01T00:00:00Zhttp://dx.doi.org/10.1080/20550324.2019.1681623https://doaj.org/toc/2055-0332In this study, a novel approach has been used for the efficient synthesis of tetrahydrodipyrazolopyridine derivatives (5a–m) via a four-component one-pot condensation reaction of aromatic aldehydes, hydrazinehydrate, ethyl acetoacetate, and ammonium acetate in the presence of KCC-1-npr-NH2-DPA as an advanced nano-catalyst in ethanol under reflux conditions at 30 min. For this purpose, mesoporous fibrous nano-silica functionalized by dipenicillamine as a novel nanocatalyst (KCC-1-npr-NH2-DPA) was synthesized using a hydrothermal protocol. KCC-1-npr-NH2-DPA nano-catalyst is easily recyclable eight times without the considerable loss of catalytic activity. Other remarkable features include the short reaction time, simple work-up procedure and providing excellent yields (89–98%) of the products under mild reaction conditions. Furthermore, the effects of solvent, concentration of catalyst, time and temperature for the synthesis of tetrahydrodipyrazolopyridine (5a) were studied.Sajjad AziziNasrin ShadjouMohammad HasanzadehTaylor & Francis Grouparticledendritic fibrous nano-silicabioactive scaffoldtetrahydrodipyrazolopyridinespharmaceutical compoundsadvanced functional materialsMaterials of engineering and construction. Mechanics of materialsTA401-492Polymers and polymer manufactureTP1080-1185ENNanocomposites, Vol 5, Iss 4, Pp 124-132 (2019)
institution DOAJ
collection DOAJ
language EN
topic dendritic fibrous nano-silica
bioactive scaffold
tetrahydrodipyrazolopyridines
pharmaceutical compounds
advanced functional materials
Materials of engineering and construction. Mechanics of materials
TA401-492
Polymers and polymer manufacture
TP1080-1185
spellingShingle dendritic fibrous nano-silica
bioactive scaffold
tetrahydrodipyrazolopyridines
pharmaceutical compounds
advanced functional materials
Materials of engineering and construction. Mechanics of materials
TA401-492
Polymers and polymer manufacture
TP1080-1185
Sajjad Azizi
Nasrin Shadjou
Mohammad Hasanzadeh
KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
description In this study, a novel approach has been used for the efficient synthesis of tetrahydrodipyrazolopyridine derivatives (5a–m) via a four-component one-pot condensation reaction of aromatic aldehydes, hydrazinehydrate, ethyl acetoacetate, and ammonium acetate in the presence of KCC-1-npr-NH2-DPA as an advanced nano-catalyst in ethanol under reflux conditions at 30 min. For this purpose, mesoporous fibrous nano-silica functionalized by dipenicillamine as a novel nanocatalyst (KCC-1-npr-NH2-DPA) was synthesized using a hydrothermal protocol. KCC-1-npr-NH2-DPA nano-catalyst is easily recyclable eight times without the considerable loss of catalytic activity. Other remarkable features include the short reaction time, simple work-up procedure and providing excellent yields (89–98%) of the products under mild reaction conditions. Furthermore, the effects of solvent, concentration of catalyst, time and temperature for the synthesis of tetrahydrodipyrazolopyridine (5a) were studied.
format article
author Sajjad Azizi
Nasrin Shadjou
Mohammad Hasanzadeh
author_facet Sajjad Azizi
Nasrin Shadjou
Mohammad Hasanzadeh
author_sort Sajjad Azizi
title KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
title_short KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
title_full KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
title_fullStr KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
title_full_unstemmed KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
title_sort kcc-1-nh2-dpa: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
publisher Taylor & Francis Group
publishDate 2019
url https://doaj.org/article/6824fcc9d5ce48f08db3fb70a35feb9b
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AT nasrinshadjou kcc1nh2dpaanefficientheterogeneousrecyclablenanocompositeforthecatalyticsynthesisoftetrahydrodipyrazolopyridinesasawellknownorganicscaffoldinvariousbioactivederivatives
AT mohammadhasanzadeh kcc1nh2dpaanefficientheterogeneousrecyclablenanocompositeforthecatalyticsynthesisoftetrahydrodipyrazolopyridinesasawellknownorganicscaffoldinvariousbioactivederivatives
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