Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles
- Autores
- Vaillard, Victoria Anahi; Buden, Maria Eugenia; Martín, Sandra Elizabeth; Rossi, Roberto Arturo
- Año de publicación
- 2009
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The synthesis of pyrrole, indole, and pyrazole fused azaheterocycles is presented. The anions of carboxamides (6 and 12) and pyrazolylamines (15a-b) react under photostimulation by an intramolecular SRN1 process to yield fused azaheterocycles with good to excellent yields. We report on an efficient two-step synthesis of new fused azaheterocycles derived from pyrrole, indole, and pyrazole, as well as the synthesis of their precursors. By the reaction of carboxamides (6 and 12) and pyrazolylamines (15a-b) with a base, the corresponding anion could be formed. Then, by an intramolecular photostimulated SRN1 reaction, the fused azaheterocycles were achieved (54-100%).
Fil: Vaillard, Victoria Anahi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Buden, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Martín, Sandra Elizabeth. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina - Materia
-
Azaheterocycles
Intramolecular Srn1
Pyrrole
Indole - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/26110
Ver los metadatos del registro completo
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oai:ri.conicet.gov.ar:11336/26110 |
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3498 |
network_name_str |
CONICET Digital (CONICET) |
spelling |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophilesVaillard, Victoria AnahiBuden, Maria EugeniaMartín, Sandra ElizabethRossi, Roberto ArturoAzaheterocyclesIntramolecular Srn1PyrroleIndolehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The synthesis of pyrrole, indole, and pyrazole fused azaheterocycles is presented. The anions of carboxamides (6 and 12) and pyrazolylamines (15a-b) react under photostimulation by an intramolecular SRN1 process to yield fused azaheterocycles with good to excellent yields. We report on an efficient two-step synthesis of new fused azaheterocycles derived from pyrrole, indole, and pyrazole, as well as the synthesis of their precursors. By the reaction of carboxamides (6 and 12) and pyrazolylamines (15a-b) with a base, the corresponding anion could be formed. Then, by an intramolecular photostimulated SRN1 reaction, the fused azaheterocycles were achieved (54-100%).Fil: Vaillard, Victoria Anahi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Buden, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Martín, Sandra Elizabeth. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaElsevier2009-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/26110Vaillard, Victoria Anahi; Buden, Maria Eugenia; Martín, Sandra Elizabeth; Rossi, Roberto Arturo; Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles; Elsevier; Tetrahedron Letters; 50; 27; 12-2009; 3829-38320040-4039CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040403909008545info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2009.04.042info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:07:29Zoai:ri.conicet.gov.ar:11336/26110instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 10:07:29.304CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
title |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
spellingShingle |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles Vaillard, Victoria Anahi Azaheterocycles Intramolecular Srn1 Pyrrole Indole |
title_short |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
title_full |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
title_fullStr |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
title_full_unstemmed |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
title_sort |
Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles |
dc.creator.none.fl_str_mv |
Vaillard, Victoria Anahi Buden, Maria Eugenia Martín, Sandra Elizabeth Rossi, Roberto Arturo |
author |
Vaillard, Victoria Anahi |
author_facet |
Vaillard, Victoria Anahi Buden, Maria Eugenia Martín, Sandra Elizabeth Rossi, Roberto Arturo |
author_role |
author |
author2 |
Buden, Maria Eugenia Martín, Sandra Elizabeth Rossi, Roberto Arturo |
author2_role |
author author author |
dc.subject.none.fl_str_mv |
Azaheterocycles Intramolecular Srn1 Pyrrole Indole |
topic |
Azaheterocycles Intramolecular Srn1 Pyrrole Indole |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
The synthesis of pyrrole, indole, and pyrazole fused azaheterocycles is presented. The anions of carboxamides (6 and 12) and pyrazolylamines (15a-b) react under photostimulation by an intramolecular SRN1 process to yield fused azaheterocycles with good to excellent yields. We report on an efficient two-step synthesis of new fused azaheterocycles derived from pyrrole, indole, and pyrazole, as well as the synthesis of their precursors. By the reaction of carboxamides (6 and 12) and pyrazolylamines (15a-b) with a base, the corresponding anion could be formed. Then, by an intramolecular photostimulated SRN1 reaction, the fused azaheterocycles were achieved (54-100%). Fil: Vaillard, Victoria Anahi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina Fil: Buden, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina Fil: Martín, Sandra Elizabeth. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina Fil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina |
description |
The synthesis of pyrrole, indole, and pyrazole fused azaheterocycles is presented. The anions of carboxamides (6 and 12) and pyrazolylamines (15a-b) react under photostimulation by an intramolecular SRN1 process to yield fused azaheterocycles with good to excellent yields. We report on an efficient two-step synthesis of new fused azaheterocycles derived from pyrrole, indole, and pyrazole, as well as the synthesis of their precursors. By the reaction of carboxamides (6 and 12) and pyrazolylamines (15a-b) with a base, the corresponding anion could be formed. Then, by an intramolecular photostimulated SRN1 reaction, the fused azaheterocycles were achieved (54-100%). |
publishDate |
2009 |
dc.date.none.fl_str_mv |
2009-12 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://hdl.handle.net/11336/26110 Vaillard, Victoria Anahi; Buden, Maria Eugenia; Martín, Sandra Elizabeth; Rossi, Roberto Arturo; Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles; Elsevier; Tetrahedron Letters; 50; 27; 12-2009; 3829-3832 0040-4039 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/26110 |
identifier_str_mv |
Vaillard, Victoria Anahi; Buden, Maria Eugenia; Martín, Sandra Elizabeth; Rossi, Roberto Arturo; Synthesis of novel fused azaheterocycles by photostimulated intramolecular SRN1 reactions with nitrogen nucleophiles; Elsevier; Tetrahedron Letters; 50; 27; 12-2009; 3829-3832 0040-4039 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040403909008545 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2009.04.042 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
dc.format.none.fl_str_mv |
application/pdf application/pdf application/pdf application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
reponame_str |
CONICET Digital (CONICET) |
collection |
CONICET Digital (CONICET) |
instname_str |
Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.name.fl_str_mv |
CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.mail.fl_str_mv |
dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar |
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1844613935434563584 |
score |
13.070432 |