- A Facile Total Synthesis of Isoquinolone Alkaloids
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Four isoquinolone alkaloids, N-methylcorydaldine 8a, oxyhydrastinine 8b, 6,7-dimethoxy-2-methylisocarbostyril 9a and doryanine 9b, have been efficiently synthesized from phenyl vinyl sulfoxide via the Pummerer type rearrangement as a key step.
- Lee, Albert, W. M.,Chan, Wing Hong,Chan, Eddy T. T.
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p. 309 - 310
(2007/10/02)
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- Synthesis of 6,7-Dimethoxyisoquinolones and of 6,7-Dimethoxy-2-methyl-1(2H)-isoquinolone, an Alkaloid of Hernandia ovigera
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3-Methyl, 3-formyl, 3-carboxy- and 3-hydroxymethyl-6,7-dimethoxy-1(2H)-isoquinolones (Ia-IVa) and their N-methyl (Ib-IVb) derivatives have been synthesized starting from 6,7-dimethoxyhomophthalic acid.Decarboxylation of 3-carboxyisoquinolones furnishes the corresponding isoquinolones and thus provide a new synthesis for the natural alkaloid, 6,7-dimethoxy-2-methyl-1(2H)-isoquinolone (Vb). β-- and 6β--acrylic acvids (VIa,b) have also been synthesized.
- Modi, A. R.,Tirodkar, R. B.,Usgaonkar, R. N.
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p. 813 - 815
(2007/10/02)
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- FREMY'S SALT OXIDATION OF SOME ISOQUINOLINE ALKALOIDS. BIOGENETIC CONSIDERATIONS
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Fremy's salt oxidation of benzylisoquinoline and aporphine alkaloids to isoquinolones and oxoaporphines is described.Aminium radicals are suggested to account for the observed results.Their possible involvement in alkaloid biosynthesis is considered.
- Castedo, Luis,Puga, Alberto,Saa, Jose M.,Suau, Rafael
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p. 2233 - 2236
(2007/10/02)
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