- A Simple and Efficient Synthetic Route to Benzophenanthridines
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The benzophenanthridine nucleus has been prepared in an overall yield of 52-58percent in five stages.Synthetic route employs as key steps the intramolecular cyclisation of vinyl alcohols followed by a novel one pot double oxidation using iodine in etha
- Seraphin, Denis,Lynch, Michael A.,Duval, Olivier
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p. 5731 - 5734
(2007/10/02)
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- BENZOPHENANTHRIDES. XV. SYNTHESIS OF O-METHYLFAGARONINE IODIDE AND CHLORIDE FROM 13α-HYDROXYXYLOPININE
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Hydroborination of 3-(2-vinyl-4,5-dimethoxyphenyl)-6,7-dimethoxy-2-methyl-1,2-dihydro-1-isoquinolone gave 3--6,7-dimethoxy-2-methylisoquinolin-1-one, which was converted by the action of various oxidizing agents into a benzophenanthridone derivative. 5-Methyl-5,6-dihydro-2,3,8,9-tetramethoxybenzophenanthridine, obtained from the above benzophenanthridone by reduction with LiAlH4 in tetrahydrofuran at 0 deg C, was converted into O-methylfagaronine iodide by boiling in an ethanolic solution of I2 in the presence of Na acetate.On exchanging I- by Cl-, O-methylfagaronine chloride was obtained in a quantitative yield in boiling methanol with an excess of AgCl.
- Sazonova, N. M.,Levina, I. I.,Sladkov, V. I.,Suvorov, N. N.
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p. 1751 - 1756
(2007/10/02)
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