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One-pot N-dealkylation and acid-catalyzed rearrangement of morphinans into aporphines |
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| Authors: | Sándor Berényi Antal Udvardy |
| Institution: | a Department of Organic Chemistry, University of Debrecen, H-4010, PO Box 20, Debrecen, Hungary b Department of Physical Chemistry, University of Debrecen, H-4010, PO Box 7, Debrecen, Hungary c Department of Pharmaceutical Chemistry, University of Debrecen, H-4010, PO Box 70, Debrecen, Hungary |
| Abstract: | The one-pot N-demethylation and acid-catalyzed rearrangement of morphinan-N-oxides offers a new, shorter and more efficient route to neuropharmacologically important N-substituted aporphines. An improved procedure is described for the preparation of the starting alkaloid N-oxides using Na2WO4 as catalyst. The transetherification during the rearrangement of codeinone into 2-O-alkyl-norapocodeines is documented. |
| Keywords: | Morphinans Aporphines Acid-catalyzed rearrangement Dopaminergic N-Dealkylation |
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