A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst

Autores
Romanelli, Gustavo Pablo; Ruiz, Diego Manuel; Autino, Juan Carlos; Giaccio, Héctor E.
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines, N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepines and N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine was catalyzed by a Preyssler heteropolyacid, H₁₄[NaP₅W₃₀O₁₁₀], (PA), supported on silica (PASiO₂40) with excellent yields by means of the Pictet–Spengler reaction of N-aralkylsulfonamides with s-trioxane. The reactions proceed with 0.5 mol% of silica-supported catalyst in toluene at 70°C. The catalyst can be recycled without appreciable loss of the catalytic activity.
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Facultad de Ciencias Agrarias y Forestales
Materia
Ciencias Exactas
Química
Heterogeneous catalysis
Preyssler heteropolyacid
Pictet–Spengler reaction
N-sulfonyl-1,2,3,4-tetrahydroisoquinoliness
N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepine
N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/146370

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oai_identifier_str oai:sedici.unlp.edu.ar:10915/146370
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalystRomanelli, Gustavo PabloRuiz, Diego ManuelAutino, Juan CarlosGiaccio, Héctor E.Ciencias ExactasQuímicaHeterogeneous catalysisPreyssler heteropolyacidPictet–Spengler reactionN-sulfonyl-1,2,3,4-tetrahydroisoquinolinessN-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepineN-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocineThe preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines, N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepines and N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine was catalyzed by a Preyssler heteropolyacid, H₁₄[NaP₅W₃₀O₁₁₀], (PA), supported on silica (PASiO₂40) with excellent yields by means of the Pictet–Spengler reaction of N-aralkylsulfonamides with s-trioxane. The reactions proceed with 0.5 mol% of silica-supported catalyst in toluene at 70°C. The catalyst can be recycled without appreciable loss of the catalytic activity.Centro de Investigación y Desarrollo en Ciencias AplicadasFacultad de Ciencias Agrarias y Forestales2010-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf803-807http://sedici.unlp.edu.ar/handle/10915/146370enginfo:eu-repo/semantics/altIdentifier/issn/1573-501Xinfo:eu-repo/semantics/altIdentifier/issn/1381-1991info:eu-repo/semantics/altIdentifier/doi/10.1007/s11030-009-9173-5info:eu-repo/semantics/altIdentifier/pmid/19572201info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-03T11:04:39Zoai:sedici.unlp.edu.ar:10915/146370Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-03 11:04:39.464SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
title A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
spellingShingle A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
Romanelli, Gustavo Pablo
Ciencias Exactas
Química
Heterogeneous catalysis
Preyssler heteropolyacid
Pictet–Spengler reaction
N-sulfonyl-1,2,3,4-tetrahydroisoquinoliness
N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepine
N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine
title_short A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
title_full A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
title_fullStr A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
title_full_unstemmed A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
title_sort A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst
dc.creator.none.fl_str_mv Romanelli, Gustavo Pablo
Ruiz, Diego Manuel
Autino, Juan Carlos
Giaccio, Héctor E.
author Romanelli, Gustavo Pablo
author_facet Romanelli, Gustavo Pablo
Ruiz, Diego Manuel
Autino, Juan Carlos
Giaccio, Héctor E.
author_role author
author2 Ruiz, Diego Manuel
Autino, Juan Carlos
Giaccio, Héctor E.
author2_role author
author
author
dc.subject.none.fl_str_mv Ciencias Exactas
Química
Heterogeneous catalysis
Preyssler heteropolyacid
Pictet–Spengler reaction
N-sulfonyl-1,2,3,4-tetrahydroisoquinoliness
N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepine
N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine
topic Ciencias Exactas
Química
Heterogeneous catalysis
Preyssler heteropolyacid
Pictet–Spengler reaction
N-sulfonyl-1,2,3,4-tetrahydroisoquinoliness
N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepine
N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine
dc.description.none.fl_txt_mv The preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines, N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepines and N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine was catalyzed by a Preyssler heteropolyacid, H₁₄[NaP₅W₃₀O₁₁₀], (PA), supported on silica (PASiO₂40) with excellent yields by means of the Pictet–Spengler reaction of N-aralkylsulfonamides with s-trioxane. The reactions proceed with 0.5 mol% of silica-supported catalyst in toluene at 70°C. The catalyst can be recycled without appreciable loss of the catalytic activity.
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Facultad de Ciencias Agrarias y Forestales
description The preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines, N-sulfonyl-2,3,4,5-tetrahydro-1H-2-benzazepines and N-sulfonyl-1,2,3,4,5,6-hexahydrobenzazocine was catalyzed by a Preyssler heteropolyacid, H₁₄[NaP₅W₃₀O₁₁₀], (PA), supported on silica (PASiO₂40) with excellent yields by means of the Pictet–Spengler reaction of N-aralkylsulfonamides with s-trioxane. The reactions proceed with 0.5 mol% of silica-supported catalyst in toluene at 70°C. The catalyst can be recycled without appreciable loss of the catalytic activity.
publishDate 2010
dc.date.none.fl_str_mv 2010-11
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/10915/146370
url http://sedici.unlp.edu.ar/handle/10915/146370
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1573-501X
info:eu-repo/semantics/altIdentifier/issn/1381-1991
info:eu-repo/semantics/altIdentifier/doi/10.1007/s11030-009-9173-5
info:eu-repo/semantics/altIdentifier/pmid/19572201
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/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/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
803-807
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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