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. (1380). A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS. , 12(3), -.
. "A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS". , 12, 3, 1380, -.
. (1380). 'A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS', , 12(3), pp. -.
. A NEW STRATEGY FOR THE SYNTHESIS OF TRICYCLIC AND TETRACYCLIC SYSTEMS OF INDOLE ALKALOIDS. , 1380; 12(3): -.

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

Journal of Sciences, Islamic Republic of Iran
مقاله 6، دوره 12، شماره 3، آذر 2001    اصل مقاله (137.88 K)
چکیده
Reaction of tryptamine 1 with dimethyl -3-methoxyallylidenemalonate 2 afforded N?-[4,4-bis (methoxycarbonyl)-1,3-butadienyl] tryptamine 3 which in combination with acetylchloride and pyridine in dichloromethane gave N?, N?-[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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