Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides

Autores
Sasiambarrena, Leandro Daniel; Barri, Iván Alejandro; Fraga, Guido Gustavo; Bravo, Rodolfo Daniel; Ponzinibbio, Agustín
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.
Centro de Estudios de Compuestos Orgánicos
Materia
Química
1,4-Benzodiazepines
2-Chloro-N-(2-nitrobenzyl)acetamides
Iron-ammonium chloride reduction
2-Nitrobenzylamines
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/172505
Acceder
id SEDICI_2274bf7a0feda5d731972dd76cdf75a5
oai_identifier_str oai:sedici.unlp.edu.ar:10915/172505
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamidesSasiambarrena, Leandro DanielBarri, Iván AlejandroFraga, Guido GustavoBravo, Rodolfo DanielPonzinibbio, AgustínQuímica1,4-Benzodiazepines2-Chloro-N-(2-nitrobenzyl)acetamidesIron-ammonium chloride reduction2-NitrobenzylaminesA facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.Centro de Estudios de Compuestos Orgánicos2018-12-14info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://sedici.unlp.edu.ar/handle/10915/172505enginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2018.12.029info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/http://creativecommons.org/licenses/by/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:46:19Zoai:sedici.unlp.edu.ar:10915/172505Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:46:19.229SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
title Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
spellingShingle Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
Sasiambarrena, Leandro Daniel
Química
1,4-Benzodiazepines
2-Chloro-N-(2-nitrobenzyl)acetamides
Iron-ammonium chloride reduction
2-Nitrobenzylamines
title_short Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
title_full Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
title_fullStr Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
title_full_unstemmed Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
title_sort Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin- 3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
dc.creator.none.fl_str_mv Sasiambarrena, Leandro Daniel
Barri, Iván Alejandro
Fraga, Guido Gustavo
Bravo, Rodolfo Daniel
Ponzinibbio, Agustín
author Sasiambarrena, Leandro Daniel
author_facet Sasiambarrena, Leandro Daniel
Barri, Iván Alejandro
Fraga, Guido Gustavo
Bravo, Rodolfo Daniel
Ponzinibbio, Agustín
author_role author
author2 Barri, Iván Alejandro
Fraga, Guido Gustavo
Bravo, Rodolfo Daniel
Ponzinibbio, Agustín
author2_role author
author
author
author
dc.subject.none.fl_str_mv Química
1,4-Benzodiazepines
2-Chloro-N-(2-nitrobenzyl)acetamides
Iron-ammonium chloride reduction
2-Nitrobenzylamines
topic Química
1,4-Benzodiazepines
2-Chloro-N-(2-nitrobenzyl)acetamides
Iron-ammonium chloride reduction
2-Nitrobenzylamines
dc.description.none.fl_txt_mv A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.
Centro de Estudios de Compuestos Orgánicos
description A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-14
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/172505
url http://sedici.unlp.edu.ar/handle/10915/172505
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2018.12.029
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
Creative Commons Attribution 4.0 International (CC BY 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.070432

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