Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/10278
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Melo, Teresa M. V. D. Pinho e | - |
dc.contributor.author | Soares, Maria I. L. | - |
dc.contributor.author | Gonsalves, António M. d'A. Rocha | - |
dc.contributor.author | Paixão, José A. | - |
dc.contributor.author | Beja, Ana Matos | - |
dc.contributor.author | Silva, Manuela Ramos | - |
dc.date.accessioned | 2009-06-23T13:04:43Z | - |
dc.date.available | 2009-06-23T13:04:43Z | - |
dc.date.issued | 2005-08-19 | - |
dc.identifier.citation | The Journal of Organic Chemistry. 70:17 (2005) 6629-6638 | en_US |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | https://hdl.handle.net/10316/10278 | - |
dc.description.abstract | 1-Azafulvenium methides, generated from pyrrolo[1,2-c]thiazole-2,2-dioxides' thermal extrusion of sulfur dioxide, led to the synthesis of functionalized pyrroles. The intramolecular trapping of these transient 8π 1,7-dipoles in pericyclic reactions, namely sigmatropic [1,8]H shifts and 1,7-electrocyclization, allowed the synthesis of N-vinylpyrroles and C-vinylpyrroles which, under flash vacuum pyrolysis conditions, are converted into 5-oxo-5H-pyrrolizines or 4-oxo-1,4-dihydro-1-aza-benzo[f]azulenes, respectively. These heterocycles can also be obtained directly from FVP of pyrrolo[1,2-c]thiazole 2,2-dioxides. The synthesis and X-ray structure of a new 6-oxocyclopenta[b]pyrrole derivative is also reported. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | openAccess | eng |
dc.title | N-Vinyl- and C-Vinylpyrroles from Azafulvenium Methides. Flash Vacuum Pyrolysis Route to 5-Oxo-5H-pyrrolizines and 1-Azabenzo[f]azulenes | en_US |
dc.type | article | en_US |
dc.identifier.doi | 10.1021/jo050480i | - |
uc.controloAutoridade | Sim | - |
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.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CFisUC – Center for Physics of the University of Coimbra | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
crisitem.author.orcid | 0000-0001-8860-0470 | - |
crisitem.author.orcid | 0000-0001-9987-7301 | - |
crisitem.author.orcid | 0000-0003-4634-7395 | - |
crisitem.author.orcid | 0000-0003-1449-5123 | - |
crisitem.author.orcid | 0000-0001-9555-8856 | - |
Appears in Collections: | FCTUC Física - Artigos em Revistas Internacionais FCTUC Química - Artigos em Revistas Internacionais |
Files in This Item:
File | Description | Size | Format | |
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N-Vinyl- and C-Vinylpyrroles from Azafulvenium Methides.pdf | 250.57 kB | Adobe PDF | View/Open |
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