Atom-Economic Synthesis of Functionalized Octahydroacridines from Citronellal or 3-(Phenylthio)-citronellal |
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| Authors: | Raquel G Jacob Márcio S Silva Samuel R Mendes Elton L Borges Eder J Lenardão |
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| Institution: | Institute of Chemistry and Geosciences, Laboratory of Clean Organic Synthesis (LASOL) , Federal University of Pelotas , Pelotas, Brazil |
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| Abstract: | Here we present a simple, solvent-free, one-pot, hetero-Diels–Alder reaction of (R)-citronellal or 3-(phenylthio)-citronellal with arylamines using solid-supported catalyst (SiO2/ZnCl2). This general, efficient, and improved method is selective, affording preferentially new trans-fused 3-(phenylthio)-octahydroacridines (S-OHAs) in good yields. The use of microwave irradiation facilitates the procedure and accelerates the reaction. |
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| Keywords: | Citronellal octahydroacridines solvent-free supported catalysis |
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