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

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 Pic...

Descripción completa

Detalles Bibliográficos
Autores: Romanelli, Gustavo Pablo, Ruiz, Diego Manuel, Autino, Juan Carlos, Giaccio, Héctor E.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2010
País:Argentina
Institución:Universidad Nacional de La Plata
Repositorio:SEDICI (UNLP)
Idioma:inglés
OAI Identifier:oai:sedici.unlp.edu.ar:10915/146370
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/146370
Access Level:acceso abierto
Palabra clave: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
Descripción
Sumario: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.