Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions
- Autores
- Barolo, Silvia Maricel; Wang, You; Rossi, Roberto Arturo; Cuny, Gregory D.
- Año de publicación
- 2013
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to give pyrazino[1,2-a]benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C–C bond formation generating 7H-indolo[2,3-c]isoquinoline.
Fil: Barolo, Silvia Maricel. 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: Wang, You. Harvard Medical School; Estados Unidos
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
Fil: Cuny, Gregory D.. Harvard Medical School; Estados Unidos. University Of Houston; Estados Unidos - Materia
-
Photo-Stimulate
Srn1
Heterocycles
Pyrido[1,2-A]Benzimidazoles - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/25432
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Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactionsBarolo, Silvia MaricelWang, YouRossi, Roberto ArturoCuny, Gregory D.Photo-StimulateSrn1HeterocyclesPyrido[1,2-A]Benzimidazoleshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to give pyrazino[1,2-a]benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C–C bond formation generating 7H-indolo[2,3-c]isoquinoline.Fil: Barolo, Silvia Maricel. 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: Wang, You. Harvard Medical School; Estados UnidosFil: 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; ArgentinaFil: Cuny, Gregory D.. Harvard Medical School; Estados Unidos. University Of Houston; Estados UnidosElsevier2013-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/25432Barolo, Silvia Maricel; Wang, You; Rossi, Roberto Arturo; Cuny, Gregory D.; Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions; Elsevier; Tetrahedron; 69; 26; 4-2013; 5487-54940040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2013.04.087info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402013006479info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:37:13Zoai:ri.conicet.gov.ar:11336/25432instacron: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 10:37:13.992CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
title |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
spellingShingle |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions Barolo, Silvia Maricel Photo-Stimulate Srn1 Heterocycles Pyrido[1,2-A]Benzimidazoles |
title_short |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
title_full |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
title_fullStr |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
title_full_unstemmed |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
title_sort |
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions |
dc.creator.none.fl_str_mv |
Barolo, Silvia Maricel Wang, You Rossi, Roberto Arturo Cuny, Gregory D. |
author |
Barolo, Silvia Maricel |
author_facet |
Barolo, Silvia Maricel Wang, You Rossi, Roberto Arturo Cuny, Gregory D. |
author_role |
author |
author2 |
Wang, You Rossi, Roberto Arturo Cuny, Gregory D. |
author2_role |
author author author |
dc.subject.none.fl_str_mv |
Photo-Stimulate Srn1 Heterocycles Pyrido[1,2-A]Benzimidazoles |
topic |
Photo-Stimulate Srn1 Heterocycles Pyrido[1,2-A]Benzimidazoles |
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 photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to give pyrazino[1,2-a]benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C–C bond formation generating 7H-indolo[2,3-c]isoquinoline. Fil: Barolo, Silvia Maricel. 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: Wang, You. Harvard Medical School; Estados Unidos 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 Fil: Cuny, Gregory D.. Harvard Medical School; Estados Unidos. University Of Houston; Estados Unidos |
description |
The photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to give pyrazino[1,2-a]benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C–C bond formation generating 7H-indolo[2,3-c]isoquinoline. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013-04 |
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/11336/25432 Barolo, Silvia Maricel; Wang, You; Rossi, Roberto Arturo; Cuny, Gregory D.; Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions; Elsevier; Tetrahedron; 69; 26; 4-2013; 5487-5494 0040-4020 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/25432 |
identifier_str_mv |
Barolo, Silvia Maricel; Wang, You; Rossi, Roberto Arturo; Cuny, Gregory D.; Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions; Elsevier; Tetrahedron; 69; 26; 4-2013; 5487-5494 0040-4020 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2013.04.087 info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402013006479 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-nd/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/ |
dc.format.none.fl_str_mv |
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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1844614392183783424 |
score |
13.070432 |