A suitable preparation of <Emphasis Type="Italic">N</Emphasis>-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst |
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| Authors: | Gustavo P Romanelli Diego M Ruiz Juan C Autino and Héctor E Giaccio |
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| Institution: | (1) National Institute of Chemistry, Hajdrihova 19, 1001 Ljubljana, Slovenia;(2) Faculty of Chemistry, University of Wrocław, 14 F. Joliot-Curie, 50-383 Wrocław, Poland;(3) UFZ Department of Ecological Chemistry, Helmholtz Centre for Environmental Research, Permoserstr. 15, 04318 Leipzig, Germany;(4) Institute for Organic Chemistry, Technical University Bergakademie Freiberg, Leipziger Strasse 29, 09596 Freiberg, Germany |
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| Abstract: | 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, H14NaP5W30O110], (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. |
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