摘要 |
<p>The preparation of derivatives of 1,2,3,4-tetrahydro-9H-pyrido [3,4-b] indole is described. In particular the preparation of acrylic esters of beta -(3'-hydroxypropyl)-1,2,3,4-tetrahydro-9H-pyrido [3,4-b] indole is shown to proceed from the oxidation of a 2-alkyloxy-3-hydroxytetrahydropyran to its 2-alkyloxy-3-oxotetrahydropyran derivative. The Wittig condensation is used to effect the reaction of this ketone with a phosphonoacetic ester giving rise to the carbalkoxy methylenic-substitution product, 2-alkyloxy-3-(1'-alkoxycarbonyl)methylidenetetrahydropyran. After acid hydrolysis of the 2-alkyloxy group, condensation is carried out with tryptamine resulting in the desired indole derivatives. Such compounds can be used in the facile preparation of alkaloids of the eburnamonie family.</p> |