17284-76-3Relevant academic research and scientific papers
Preparation method and application of dehydrobufotenine
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, (2021/07/08)
The invention relates to a preparation method and application of dehydrobufotenine. According to the preparation method, 5-methoxyindole which is cheap and easy to obtain is used as a raw material, and an ester functional group is introduced to the 3-site of an indole skeleton through a Friedel-Crafts acylation reaction to obtain an important intermediate, namely 2-(5-methoxy-1H-indole-3-yl)-2-methyl oxoacetate, so that simple, convenient and mild conditions are provided for subsequent construction of a quinoline structure. The method overcomes the defects of low yield, high production cost and environmental pollution in preparation of dehydrobufotenine in the prior art. The invention also discovers that dehydrobufotenine has good activity of resisting plant viruses and germs.
Synthesis of 4-haloserotonin derivatives and synthesis of the toad alkaloid dehydrobufotenine
Stoffman, Elia J.L.,Clive, Derrick L.J.
experimental part, p. 4452 - 4461 (2010/07/08)
4-Chloro-, 4-bromo- and 4-iodoserotonin derivatives were synthesized from 4-halo-5-oxyindoles, themselves derived from coumarins. Synthesis of the 4-iodoserotonins involved conjugate addition of an allyl group to a 5-iodocoumarin, followed by conversion of the allyl group into an aminoethyl unit. One of the iodoserotonin derivatives was converted into the toad alkaloid dehydrobufotenine, which was isolated as its hydroiodide.
Novel syntheses of tetrahydropyrroloquinolines: Applications to alkaloid synthesis
Peat, Andrew J.,Buchwald, Stephen L.
, p. 1028 - 1030 (2007/10/03)
Two novel routes involving the intramolecular olefin insertion with a zirconium-benzyne complex, followed by a palladium-catalyzed aryl amination, have been developed for the synthesis of tetrahydropyrroloquinolines. In one approach, exemplified in the si
