Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates

Detalhes bibliográficos
Autor(a) principal: Melo, Teresa M. V. D. Pinho e
Data de Publicação: 2000
Outros Autores: Soares, Maria I. L., Barbosa, Dália M., Gonsalves, António M. d'A. Rocha, Beja, Ana Matos, Paixão, José A., Silva, Manuela Ramos, Veiga, Luiz Alte da
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/5244
https://doi.org/10.1016/S0040-4020(00)00243-X
Resumo: (5R)-3-Methyl-5-phenyl-5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-olate was generated in the presence of a range of dipolarophiles. The intermolecular 1,3-dipolar cycloaddition of this mesoionic species led to the synthesis of chiral 1H-pyrrolo[1,2-c]thiazole derivatives 7a, 7b, 8, 14, 18, 19 and 20. In the reaction with methyl and ethyl vinyl ketone, spiro compounds 9 and 15 were also obtained. The structure of compound 15 was determined by X-ray crystallography.
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spelling Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates(5R)-3-Methyl-5-phenyl-5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-olate was generated in the presence of a range of dipolarophiles. The intermolecular 1,3-dipolar cycloaddition of this mesoionic species led to the synthesis of chiral 1H-pyrrolo[1,2-c]thiazole derivatives 7a, 7b, 8, 14, 18, 19 and 20. In the reaction with methyl and ethyl vinyl ketone, spiro compounds 9 and 15 were also obtained. The structure of compound 15 was determined by X-ray crystallography.http://www.sciencedirect.com/science/article/B6THR-407GGNF-K/1/23c3db756f6ed9f6caefffc1d46ba51a2000info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleaplication/PDFhttp://hdl.handle.net/10316/5244http://hdl.handle.net/10316/5244https://doi.org/10.1016/S0040-4020(00)00243-XengTetrahedron. 56:21 (2000) 3419-3424Melo, Teresa M. V. D. Pinho eSoares, Maria I. L.Barbosa, Dália M.Gonsalves, António M. d'A. RochaBeja, Ana MatosPaixão, José A.Silva, Manuela RamosVeiga, Luiz Alte dainfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2020-11-06T16:59:34Zoai:estudogeral.uc.pt:10316/5244Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:42.263237Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
title Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
spellingShingle Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
Melo, Teresa M. V. D. Pinho e
title_short Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
title_full Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
title_fullStr Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
title_full_unstemmed Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
title_sort Intermolecular Dipolar Cycloaddition Reactions of 5H,7H-Thiazolo[3,4-c]oxazol-4-ium-1-olates
author Melo, Teresa M. V. D. Pinho e
author_facet Melo, Teresa M. V. D. Pinho e
Soares, Maria I. L.
Barbosa, Dália M.
Gonsalves, António M. d'A. Rocha
Beja, Ana Matos
Paixão, José A.
Silva, Manuela Ramos
Veiga, Luiz Alte da
author_role author
author2 Soares, Maria I. L.
Barbosa, Dália M.
Gonsalves, António M. d'A. Rocha
Beja, Ana Matos
Paixão, José A.
Silva, Manuela Ramos
Veiga, Luiz Alte da
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Melo, Teresa M. V. D. Pinho e
Soares, Maria I. L.
Barbosa, Dália M.
Gonsalves, António M. d'A. Rocha
Beja, Ana Matos
Paixão, José A.
Silva, Manuela Ramos
Veiga, Luiz Alte da
description (5R)-3-Methyl-5-phenyl-5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-olate was generated in the presence of a range of dipolarophiles. The intermolecular 1,3-dipolar cycloaddition of this mesoionic species led to the synthesis of chiral 1H-pyrrolo[1,2-c]thiazole derivatives 7a, 7b, 8, 14, 18, 19 and 20. In the reaction with methyl and ethyl vinyl ketone, spiro compounds 9 and 15 were also obtained. The structure of compound 15 was determined by X-ray crystallography.
publishDate 2000
dc.date.none.fl_str_mv 2000
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10316/5244
http://hdl.handle.net/10316/5244
https://doi.org/10.1016/S0040-4020(00)00243-X
url http://hdl.handle.net/10316/5244
https://doi.org/10.1016/S0040-4020(00)00243-X
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Tetrahedron. 56:21 (2000) 3419-3424
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv aplication/PDF
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