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Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives

In this study, a new and effective catalyst for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives was introduced. Triethanolammonium acetate ([TEAH][OAc]) accelerates the reaction in a one-pot and four-component condensation of aldehyde...

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Autores principales: Amirmahani, Najmeh, Mahmoodi, Nosrat O., Malakootian, Mohammad, Pardakhty, Abbas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7078373/
https://www.ncbi.nlm.nih.gov/pubmed/32195140
http://dx.doi.org/10.1016/j.mex.2020.100823
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author Amirmahani, Najmeh
Mahmoodi, Nosrat O.
Malakootian, Mohammad
Pardakhty, Abbas
author_facet Amirmahani, Najmeh
Mahmoodi, Nosrat O.
Malakootian, Mohammad
Pardakhty, Abbas
author_sort Amirmahani, Najmeh
collection PubMed
description In this study, a new and effective catalyst for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives was introduced. Triethanolammonium acetate ([TEAH][OAc]) accelerates the reaction in a one-pot and four-component condensation of aldehydes, hydrazine hydrate, succinic/phthalic anhydride, and 1,3-dicarbonyl compounds. The yield of the products is high, and the reaction conditions are mild and solvent-free. Furthermore, the model reaction was conducted in the presence of triethanolammonium sulphate ([TEAH][HSO(4)] and triethanolammonium formate ([TEAH][HCOO]) under various conditions. In addition, the catalyst is recyclable, therefore, it can be reused several times. The structure of the obtained products was confirmed by comparing the M.P., IR, and (1)H NMR. Advantages of this technique are as following: • Synthesis of novel, green, and one-pot and four-component condensation (4CC) under solvent-free conditions at room temperature. • The catalytic reaction is performed under mild and environmentally friendly conditions in short reaction times and excellent yields. • The catalyst is easily recycled and exhibits good chemical and structural stability.
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spelling pubmed-70783732020-03-19 Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives Amirmahani, Najmeh Mahmoodi, Nosrat O. Malakootian, Mohammad Pardakhty, Abbas MethodsX Method Article In this study, a new and effective catalyst for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives was introduced. Triethanolammonium acetate ([TEAH][OAc]) accelerates the reaction in a one-pot and four-component condensation of aldehydes, hydrazine hydrate, succinic/phthalic anhydride, and 1,3-dicarbonyl compounds. The yield of the products is high, and the reaction conditions are mild and solvent-free. Furthermore, the model reaction was conducted in the presence of triethanolammonium sulphate ([TEAH][HSO(4)] and triethanolammonium formate ([TEAH][HCOO]) under various conditions. In addition, the catalyst is recyclable, therefore, it can be reused several times. The structure of the obtained products was confirmed by comparing the M.P., IR, and (1)H NMR. Advantages of this technique are as following: • Synthesis of novel, green, and one-pot and four-component condensation (4CC) under solvent-free conditions at room temperature. • The catalytic reaction is performed under mild and environmentally friendly conditions in short reaction times and excellent yields. • The catalyst is easily recycled and exhibits good chemical and structural stability. Elsevier 2020-02-20 /pmc/articles/PMC7078373/ /pubmed/32195140 http://dx.doi.org/10.1016/j.mex.2020.100823 Text en © 2020 The Author(s) https://creativecommons.org/licenses/by/4.0/This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Method Article
Amirmahani, Najmeh
Mahmoodi, Nosrat O.
Malakootian, Mohammad
Pardakhty, Abbas
Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
title Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
title_full Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
title_fullStr Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
title_full_unstemmed Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
title_short Introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
title_sort introducing new and effective catalysts for the synthesis of pyridazino[1,2-a]indazole, indazolo[2,1-b]phthalazine and pyrazolo[1,2-b]phthalazine derivatives
topic Method Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7078373/
https://www.ncbi.nlm.nih.gov/pubmed/32195140
http://dx.doi.org/10.1016/j.mex.2020.100823
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