- 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
- -
-
Paragraph 0324-0330; 0498-0504
(2021/02/19)
-
- 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
- Liu, Lianzhu,Zhang, Liming
-
p. 7301 - 7304
(2012/09/08)
-
- 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.
- Flick, Andrew C.,Padwa, Albert
-
p. 5739 - 5741
(2008/12/22)
-
- 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.
- Giri,Sankar
-
p. 3095 - 3100
(2007/10/02)
-
- 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
- Rubiralta, Mario,Diez, Anna,Vila, Cristina,Troin, Yves,Feliz, Miguel
-
p. 6292 - 6298
(2007/10/02)
-
- 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).
- Kuehne, Martin E.,Muth, Randy S.
-
p. 2701 - 2712
(2007/10/02)
-
- 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
- Rubiralta, Mario,Diez, Anna,Vila, Cristina
-
p. 4443 - 4456
(2007/10/02)
-
- A GENERAL SYNTHESIS OF ARYLQUINOLIZIN-2-ONES
-
A convenient and general synthesis of arylquinolizines utilizing a hetero Diels-Alder reaction is described.
- Vacca, J. P.
-
p. 1277 - 1280
(2007/10/02)
-