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Information Journal Paper

Title

A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS

Pages

  237-240

Abstract

 Reaction of tryptamine 1 with dimethyl -3-methoxyallylidenemalonate 2 afforded Nβ-[4,4-bis (methoxycarbonyl)-1,3-butadienyl] tryptamine 3 which in combination with acetylchloride and pyridine in dichloromethane gave Nβ, Nβ [acetyl]-[(4,4-dinethoxycarbonyl) 1,3butadienyl] tryptamine 4. Treatment of 3 with sodium hydroxide afforded 2H[N-(3-indolyl) ethyl] 2-oxo-3-methoxycarbonyl- 1-pyridine 5. Cyclization of 2 with trifluoroacetic acid gave methyl-2- (methoxycarbonyl) 4-(2,3,4,9-tetrahydro-1H-pyrido [3,4-b] indole-1-yle) butanoate 6. Heating of the latter in ethylacetate at reflux temperature afforded a new tetracyclic system methyl 4-oxo 1, 4, 6, 7, 12, 12b-hexahydro indolo [2, 3-a] quinolidine 3 carboxylate 7.

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    • Cite

    APA: Copy

    TAJBAKHSH, M., HERAVI, M.M., & KHALILZADEH KALAGAR, M.A.. (2001). A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS. JOURNAL OF SCIENCES ISLAMIC REPUBLIC OF IRAN, 12(3), 237-240. SID. https://sid.ir/paper/529637/en

    Vancouver: Copy

    TAJBAKHSH M., HERAVI M.M., KHALILZADEH KALAGAR M.A.. A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS. JOURNAL OF SCIENCES ISLAMIC REPUBLIC OF IRAN[Internet]. 2001;12(3):237-240. Available from: https://sid.ir/paper/529637/en

    IEEE: Copy

    M. TAJBAKHSH, M.M. HERAVI, and M.A. KHALILZADEH KALAGAR, “A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS,” JOURNAL OF SCIENCES ISLAMIC REPUBLIC OF IRAN, vol. 12, no. 3, pp. 237–240, 2001, [Online]. Available: https://sid.ir/paper/529637/en

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