1217-82-9

Usage

Uses

Used in Pharmaceutical Industry:
3,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-2(1H)-one is utilized as a pharmacological agent for its potential activity on the central nervous system. Its presence in natural sources and its unique structure make it a promising candidate for the development of new therapeutics to address various medical conditions.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 3,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-2(1H)-one serves as an intriguing subject for research. Its complex tricyclic structure and the presence of a quinolizidine ring system and ketone functional group offer opportunities for the design and synthesis of novel compounds with potential therapeutic applications.
Used in Synthetic Organic Chemistry:
3,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-2(1H)-one is also used as a target compound in synthetic organic chemistry. Its unique structure provides a platform for developing new synthetic routes and methodologies, which can lead to the creation of related compounds with improved or novel properties for various applications.

Upstream product

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• 130179-19-0 3,3-(ethylenedioxy)-N-<<1-(phenylsulfonyl)-2-indolyl>methylene>butylamine 
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• 6502-83-6 tryptamine formate 

Relevant academic research and scientific papers

A GENERAL SYNTHESIS OF ARYLQUINOLIZIN-2-ONES

A convenient and general synthesis of arylquinolizines utilizing a hetero Diels-Alder reaction is described.

Quinolizidine compound and the manufacturing method thereof

Provided are benzoquinolizidine and indoloquinolizidine derivative compounds prepared by performing Mannich reaction using Azza-Michahael response and DDQ oxidizer from tetrahydroisoquinoline or tryptoline, and to a process for preparing the same. The met

Access to electron-rich arene-fused hexahydroquinolizinones through a gold-catalysis-initiated cascade process

Golden Cascade: With a tethered, electron-rich arene as the internal nucleophile, a gold-catalyzed amide cyclization to an alkyne initiates a cascade process that ends with a Ferrier rearrangement. Electron-rich arene-bearing hexahydroquinolizin-2-ones are formed in good yields and can be converted into indole alkaloids in only a few steps. Copyright

A new route to heterocyclic compounds by the mercuric acetate oxidation of N-alkyl substituted 4-piperidones

N-Alkyl substituted 4-piperidones readily undergo oxidation in high yield upon reaction with mercuric acetate. Application of the oxidation to the synthesis of the skeletal framework of several alkaloids is described.

Synthesis of indolo[2,3-a]quinolizidin-2-one

Ketalization of 3-acetyl-1,2,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-2-one (2) with ethylene glycol followed by sodium borohydride reduction and acid hydrolysis gave indolo[2,3-a]quinolizidin-2-one (1) in very high overall yield.

Synthetic Applications of Protected 2-Aryl-4-piperidones. 7. Synthesis of 1-Etylindoloquinolizidin-2-one

The synthesis of 1-ethylindoloquinolizidin-2-one (1) by the intramolecular cyclization of protected N-(2-hydroxyethyl)-2--4-piperidone 15 by the action of KtBuO and further acid treatment is reported.The met

Total Syntheses of Yohimbe Alkaloids, with Stereoselection for the Normal, Allo, and 3-Epiallo Series, Based on Annelations of 4-Methoxy-1,2-dihydropyridones

N--2,3-dihydro-4-pyridone (31) was generated in two steps (77percent yield) from tryptamine and N-methyl-4-piperidone methiodide.Its cyclization (90percent yield) and oxidation (91percent yield) provided the tetracyclic analogue 32.O-Methylation and Robinson-type annelation of these vinylogous lactams (the latter in form of its Na-carbamate) furnished the dienones 38 (64percent) and 43 (90percent).Further elaboration by cyclization and/or reduction reactions selectively provided the 15,16-didehydroyohimbinones 7 and 44.Their reductions then led to yohimbinone (52, 20percent overall yield from tryptamine), alloyohimbinone (11, 19percent overall yield), and 3-epi-alloyohimbinone (10, 23percent overall yield), which led to yohimbine (3), β-yohimbine (9), 3-epi-alloyohimbine (53), and 3-epi-17-epi-alloyohimbine (54).

Studies on the synthesis of indolo[2,3-α]quinolizidin-2-ones. II

The synthesis of indolo[2,3-α]quinolizidin-2-one (1a) has been accomplished by the direct cyclization of N-hydroxyethyl-2-[1-(phenylsulfonyl)-2-indolyl]-4-piperidone ethylene acetal (4) with KtBuO. Nevertheless, treatment of the 3-ethylpiperidi