Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/107453
DC Field | Value | Language |
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dc.contributor.author | Soares, Maria I. L. | - |
dc.contributor.author | Gomes, Clara S. B. | - |
dc.contributor.author | Oliveira, M. Conceição | - |
dc.contributor.author | Marçalo, Joaquim | - |
dc.contributor.author | Pinho e Melo, Teresa M. V. D. | - |
dc.date.accessioned | 2023-07-13T08:10:24Z | - |
dc.date.available | 2023-07-13T08:10:24Z | - |
dc.date.issued | 2021-11-18 | - |
dc.identifier.uri | https://hdl.handle.net/10316/107453 | - |
dc.description.abstract | The DABCO-catalyzed [3 + 3] annulation between 3-nitro-2H-chromenes and benzyl 2,3-butadienoate has been developed as a route to 5H-chromeno[3,4-b]pyridine derivatives. Under optimal reaction conditions, 5H-chromeno[3,4-b]pyridines incorporating two allenoate units were obtained in moderate to good yields (30-76%). The same type of transformation could be carried out using butynoates as allene surrogates. Mechanistic studies by mass spectrometry allowed the identification of the key intermediates involved in the reaction mechanism. The reported synthetic methodology represents an entirely new approach for the synthesis of the 5H-chromeno[3,4-b]pyridine core structure based on allene chemistry. | pt |
dc.language.iso | eng | pt |
dc.publisher | Royal Society of Chemistry | pt |
dc.relation | LA/P/0140/2020 | pt |
dc.relation | LISBOA-01-0145-FEDER-022125 | pt |
dc.relation | UIDB/50006/2020 | pt |
dc.relation | UIDB/04378/2020 | pt |
dc.relation | UIDP/04378/2020 | pt |
dc.relation | UIDB/00100/2020 | pt |
dc.relation | UIDB/00313/2020 | pt |
dc.relation | UIDP/00313/2020 | pt |
dc.rights | embargoedAccess | pt |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt |
dc.title | Synthesis of 5H-chromeno[3,4-b]pyridines via DABCO-catalyzed [3 + 3] annulation of 3-nitro-2H-chromenes and allenoates | pt |
dc.type | article | - |
degois.publication.firstPage | 9711 | pt |
degois.publication.lastPage | 9722 | pt |
degois.publication.issue | 44 | pt |
degois.publication.title | Organic & Biomolecular Chemistry | pt |
dc.peerreviewed | yes | pt |
dc.identifier.doi | 10.1039/d1ob01130h | pt |
degois.publication.volume | 19 | pt |
dc.date.embargo | 2022-11-18 | * |
uc.date.periodoEmbargo | 365 | pt |
item.fulltext | Com Texto completo | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.languageiso639-1 | en | - |
item.openairetype | article | - |
item.cerifentitytype | Publications | - |
item.grantfulltext | open | - |
crisitem.project.grantno | Institute for Health and Bioeconomy | - |
crisitem.project.grantno | Associated Laboratory for Green Chemistry - Clean Technologies and Processes- REQUIMTE | - |
crisitem.project.grantno | Applied Molecular Biosciences Unit - UCIBIO | - |
crisitem.project.grantno | Applied Molecular Biosciences Unit | - |
crisitem.project.grantno | Centro de Química Estrutural | - |
crisitem.project.grantno | Coimbra Chemistry Center | - |
crisitem.project.grantno | Coimbra Chemistry Center | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0001-8860-0470 | - |
crisitem.author.orcid | 0000-0003-3672-0045 | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
Appears in Collections: | I&D CQC - Artigos em Revistas Internacionais |
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File | Description | Size | Format | |
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Soares2021OrgBiomolChem.pdf | 978.44 kB | Adobe PDF | View/Open |
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