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DC Field | Value | Language |
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dc.contributor.author | Bou-Petit, Elisabeth | - |
dc.contributor.author | Picas, Elsa | - |
dc.contributor.author | Puigjaner Vallet, Ma. Cristina | - |
dc.contributor.author | Font Bardia, Ma. Mercedes | - |
dc.contributor.author | Ferrer, Nabí | - |
dc.contributor.author | Sempere, Julià | - |
dc.contributor.author | Puig de la Bellacasa, Raimon | - |
dc.contributor.author | Batllori, Xavier | - |
dc.contributor.author | Teixidó, Jordi | - |
dc.contributor.author | Estrada-Tejedor, Roger | - |
dc.contributor.author | Ramon y Cajal, Santiago | - |
dc.contributor.author | Borrel, José I. | - |
dc.date.accessioned | 2020-05-31T14:58:18Z | - |
dc.date.available | 2020-05-31T14:58:18Z | - |
dc.date.issued | 2017-05 | - |
dc.identifier.issn | 2365-6549 | - |
dc.identifier.uri | http://hdl.handle.net/2445/163391 | - |
dc.description.abstract | The reaction between pyridones (1) and substituted hydrazines 4 can afford two different regioisomeric pyrazolo[3,4-b]pyridin - 6-ones 2 and 3 depending on the initial substitution of the methoxy group and the direction of the cyclization. In the case of phenylhydrazine 4 (R3 = Ph), we have clearly shown that the treatment of pyridones 1a-d with 4 (R3 = Ph) in MeOH at temperatures below 1408C yields, independently of the nature and position of the substituents present in the pyridone ring, the open intermediates 7a-d. When the reaction is carried at 1408C under microwave irradiation, the corresponding 2-aryl substituted pyrazolo[3,4-b]pyridines 3a-d are always formed. We have experimentally determined, using DSC techniques, the activation energies of the two steps involved in the formation of 3: a) substitution of the methoxy group present in pyridones 1 with phenylhydrazine 4 (R3 = Ph) to afford intermediates 7 and b) cyclization of intermediates 7 to yield pyrazolopyridines 3. The results obtained, 15 and 42 kcal·mol 1 respectively, are in agreement with the experimental findings. | - |
dc.format.extent | 19 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Wiley-VCH | - |
dc.relation.isformatof | Versió postprint del document publicat a: https://doi.org/10.1002/slct.201700732 | - |
dc.relation.ispartof | Chemistryselect, 2017, vol. 2, num. 13, p. 3668-3672 | - |
dc.relation.uri | https://doi.org/10.1002/slct.201700732 | - |
dc.rights | (c) Wiley-VCH, 2017 | - |
dc.source | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) | - |
dc.subject.classification | Química orgànica | - |
dc.subject.classification | Compostos cíclics | - |
dc.subject.other | Organic chemistry | - |
dc.subject.other | Cyclic compounds | - |
dc.title | An Unequivocal Synthesis of 2-Aryl Substituted 3-Amino-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-b]pyridin-6-ones | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 676852 | - |
dc.date.updated | 2020-05-31T14:58:18Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) |
Files in This Item:
File | Description | Size | Format | |
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676852.pdf | 1.24 MB | Adobe PDF | View/Open |
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