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À propos de : Aromatization of 1,6,7,7a-Tetrahydro-2H-indol-2-ones by a NovelProcess. Preparation of Key-Intermediate Methyl1-Benzyl-5-methoxy-1H-indole-3-acetate and the Syntheses ofSerotonin, Melatonin, and Bufotenin        

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  • Aromatization of 1,6,7,7a-Tetrahydro-2H-indol-2-ones by a NovelProcess. Preparation of Key-Intermediate Methyl1-Benzyl-5-methoxy-1H-indole-3-acetate and the Syntheses ofSerotonin, Melatonin, and Bufotenin
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  • Imine 7 of 1,4-cyclohexanedione mono-ethylene ketal 6 was reacted with maleic anhydride, affordingthe cyclized adduct 8. Methyl esterification of 8, accompanied by transacetalization, led to thedihydrooxindole derivative 10. Aromatization of 10 was then accomplished with POCl3, leadingdirectly to the key-intermediate title compound 11 in 74% yield from ketone 6. Serotonin, melatonin,and bufotenin were then obtained by standard reactions.
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