Reaction of 1-substituted tetrahydro-β-carbolines with activated alkynes-a new original approach to the synthesis of tetrahydroazocino [5, 4-b] indoles

LG Voskressensky, TN Borisova, LN Kulikova…

Index: Voskressensky; Borisova; Kulikova; Dolgova; Kleimenov; Sorokina; Titov; Varlamov Chemistry of Heterocyclic Compounds, 2007 , vol. 43, # 5 p. 587 - 598

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Citation Number: 5

Abstract

Abstract The transformations of 1-substituted tetrahydro-β-carbolines by the action of activated alkynes were studied. The action of dimethyl acetylenedicarboxylate in methanol gives products of the opening of the tetrahydropyridine fragment, namely, 2- methoxyalkylindoles. The action of ethyl propiolate in ethanol and of tosylacetylene in methanol gives mixtures of azocino [5, 4-b] indoles and 2-alkoxyindoles. The action of ...