Tetrahedron

Aromatization of 3, 4-dihydro-β-carboline-3-qarboxylic acid and its derivatives through a carbanion intermediate: mechanistic study and use in chemical synthesis

…, LG Barry, J Torreilles, B Fleury, S Letellier, B Maupas

Index: Previero, A.; Barry, L-G.; Torreilles, J.; Fleury, B.; Letellier, S.; Maupas, B. Tetrahedron, 1984 , vol. 40, # 1 p. 221 - 234

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Citation Number: 8

Abstract

3, 4-dlhydro-β-carboline-3-carboxylic acid, its esters and amide derivatives (AH2) undergo complete aromatization into corresponding β-carboline derivatives (A) by basic treatment under mild conditions. This, together with the easy obtention of 3, 4-dihydro-β-carboline from the parent Nαformyltryptophan derivatives constitutes an attractive possibility to obtain complex molecules containing the β-carboline ring. The mechanism of the reaction was ...