Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions

Autores
Vargas Oviedo, Diana; Charris Molina, Andres Fernando; Portilla, Jaime
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A quick access toward a 1,2-dialkyl-5-trifluoromethylbenzimidazoles library by a three-step synthesis sequence starting from 1-chloro-2-nitro-4-(trifluoromethyl)benzene is described. The synthesis proceed via o-phenylendiamines eficiently isolated, which also are key synthetic intermediates of another valuable heterocyclic compounds. Likewise, the trifluoromethyl group is part of the obtained benzimidazoles, affording an important structural feature for their possible applications. The advantages of this methodology are the modular lipophilicity of products, easy work-up, up to 83% overall yield, the convenient use of microwave-assisted reactions, and the production of compounds (intermediates and products) of high-added value using cheap reagents and simple protocols.
Fil: Vargas Oviedo, Diana. Universidad de los Andes; Colombia
Fil: Charris Molina, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias "Elizabeth Jares Erijman"; Argentina. Universidad de los Andes; Colombia
Fil: Portilla, Jaime. Universidad de los Andes; Colombia
Materia
Efficient Access
Microwave Chemistry
Ortho-Phenylendiamines
Trifluoromethyl Group
1,2-Dialkylbenzimidazoles
Green Synthesis
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/50312
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/50312
network_acronym_str CONICETDig
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network_name_str CONICET Digital (CONICET)
spelling Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave ConditionsVargas Oviedo, DianaCharris Molina, Andres FernandoPortilla, JaimeEfficient AccessMicrowave ChemistryOrtho-PhenylendiaminesTrifluoromethyl Group1,2-DialkylbenzimidazolesGreen Synthesishttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A quick access toward a 1,2-dialkyl-5-trifluoromethylbenzimidazoles library by a three-step synthesis sequence starting from 1-chloro-2-nitro-4-(trifluoromethyl)benzene is described. The synthesis proceed via o-phenylendiamines eficiently isolated, which also are key synthetic intermediates of another valuable heterocyclic compounds. Likewise, the trifluoromethyl group is part of the obtained benzimidazoles, affording an important structural feature for their possible applications. The advantages of this methodology are the modular lipophilicity of products, easy work-up, up to 83% overall yield, the convenient use of microwave-assisted reactions, and the production of compounds (intermediates and products) of high-added value using cheap reagents and simple protocols.Fil: Vargas Oviedo, Diana. Universidad de los Andes; ColombiaFil: Charris Molina, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias "Elizabeth Jares Erijman"; Argentina. Universidad de los Andes; ColombiaFil: Portilla, Jaime. Universidad de los Andes; ColombiaWiley VCH Verlag2017-05-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/50312Vargas Oviedo, Diana; Charris Molina, Andres Fernando; Portilla, Jaime; Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions; Wiley VCH Verlag; ChemistrySelect; 2; 13; 10-5-2017; 3896-39012365-6549CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/slct.201700623info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/slct.201700623info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:29:00Zoai:ri.conicet.gov.ar:11336/50312instacron: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:34982025-10-22 11:29:00.718CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
title Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
spellingShingle Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
Vargas Oviedo, Diana
Efficient Access
Microwave Chemistry
Ortho-Phenylendiamines
Trifluoromethyl Group
1,2-Dialkylbenzimidazoles
Green Synthesis
title_short Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
title_full Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
title_fullStr Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
title_full_unstemmed Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
title_sort Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
dc.creator.none.fl_str_mv Vargas Oviedo, Diana
Charris Molina, Andres Fernando
Portilla, Jaime
author Vargas Oviedo, Diana
author_facet Vargas Oviedo, Diana
Charris Molina, Andres Fernando
Portilla, Jaime
author_role author
author2 Charris Molina, Andres Fernando
Portilla, Jaime
author2_role author
author
dc.subject.none.fl_str_mv Efficient Access
Microwave Chemistry
Ortho-Phenylendiamines
Trifluoromethyl Group
1,2-Dialkylbenzimidazoles
Green Synthesis
topic Efficient Access
Microwave Chemistry
Ortho-Phenylendiamines
Trifluoromethyl Group
1,2-Dialkylbenzimidazoles
Green Synthesis
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A quick access toward a 1,2-dialkyl-5-trifluoromethylbenzimidazoles library by a three-step synthesis sequence starting from 1-chloro-2-nitro-4-(trifluoromethyl)benzene is described. The synthesis proceed via o-phenylendiamines eficiently isolated, which also are key synthetic intermediates of another valuable heterocyclic compounds. Likewise, the trifluoromethyl group is part of the obtained benzimidazoles, affording an important structural feature for their possible applications. The advantages of this methodology are the modular lipophilicity of products, easy work-up, up to 83% overall yield, the convenient use of microwave-assisted reactions, and the production of compounds (intermediates and products) of high-added value using cheap reagents and simple protocols.
Fil: Vargas Oviedo, Diana. Universidad de los Andes; Colombia
Fil: Charris Molina, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias "Elizabeth Jares Erijman"; Argentina. Universidad de los Andes; Colombia
Fil: Portilla, Jaime. Universidad de los Andes; Colombia
description A quick access toward a 1,2-dialkyl-5-trifluoromethylbenzimidazoles library by a three-step synthesis sequence starting from 1-chloro-2-nitro-4-(trifluoromethyl)benzene is described. The synthesis proceed via o-phenylendiamines eficiently isolated, which also are key synthetic intermediates of another valuable heterocyclic compounds. Likewise, the trifluoromethyl group is part of the obtained benzimidazoles, affording an important structural feature for their possible applications. The advantages of this methodology are the modular lipophilicity of products, easy work-up, up to 83% overall yield, the convenient use of microwave-assisted reactions, and the production of compounds (intermediates and products) of high-added value using cheap reagents and simple protocols.
publishDate 2017
dc.date.none.fl_str_mv 2017-05-10
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/11336/50312
Vargas Oviedo, Diana; Charris Molina, Andres Fernando; Portilla, Jaime; Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions; Wiley VCH Verlag; ChemistrySelect; 2; 13; 10-5-2017; 3896-3901
2365-6549
CONICET Digital
CONICET
url http://hdl.handle.net/11336/50312
identifier_str_mv Vargas Oviedo, Diana; Charris Molina, Andres Fernando; Portilla, Jaime; Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions; Wiley VCH Verlag; ChemistrySelect; 2; 13; 10-5-2017; 3896-3901
2365-6549
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/slct.201700623
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/slct.201700623
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
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
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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score 12.982451

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