Dienone-Phenol Rearrangement of"Procularine-type Compound"and Synthesis of Its Rearranged Cularine-type Compound. : Studies on the Syntheses of Heterocyclic Compounds. CCCVI

Dienone-phenol rearrangement of dienone (II) with concentrated sulfuric acid gave a cularine-type compound, 9-hydroxy-5, 6, 10-trimethoxy-1-methyl-1, 2, 3, 12, 12a-pentahydrobenzoxepino [2, 3, 4-i, j] isoquinoline (III), whose structure was assigned by spectroscopic method and its alternative synthe...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1969/04/25, Vol.17(4), pp.709-713
Hauptverfasser: KAMETANI, TETSUJI, IIDA, HIDEO, KIKUCHI, TOYOHIKO, MIZUSHIMA, MASAKATSU, FUKUMOTO, KEIICHIRO
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Sprache:eng
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Zusammenfassung:Dienone-phenol rearrangement of dienone (II) with concentrated sulfuric acid gave a cularine-type compound, 9-hydroxy-5, 6, 10-trimethoxy-1-methyl-1, 2, 3, 12, 12a-pentahydrobenzoxepino [2, 3, 4-i, j] isoquinoline (III), whose structure was assigned by spectroscopic method and its alternative synthesis of III from 1-(2-bromo-4-hydroxy-5-methoxybenzyl)-1, 2, 3, 4-tetrahydro-8-hydroxy-6, 7-dimethoxy-2-methylisoquinoline (XI). Moreover, this paper described the preparation of XI.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.17.709