ACS Publications. Most Trusted. Most Cited. Most Read
The Alkaloids of Tabernanthe iboga. Part VI.1 The Synthesis of the Selenium Dehydrogenation Products from Ibogamine

OR SEARCH CITATIONS

My Activity
Publications

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Am. Chem. Soc. 1958, 80, 9, 2172-2178
    article

    The Alkaloids of Tabernanthe iboga. Part VI.1 The Synthesis of the Selenium Dehydrogenation Products from Ibogamine
    Click to copy article linkArticle link copied!

    ACS Legacy Archive
    Other Access Options

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 1958, 80, 9, 2172–2178
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja01542a035
    Published May 1, 1958
    Request reuse permissions

    Note: In lieu of an abstract, this is the article's first page.

    Free first page

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. Add or change your institution or let them know you’d like them to include access.

    Cited By

    Click to copy section linkSection link copied!
    Citation Statements
    Explore this article's citation statements on scite.ai
    powered by  Scite

    This article is cited by 33 publications.

    1. Liming Cao, Chenbo Wang, Peter Wipf. Grob-Type Fragmentation Releases Paracyclophane Ring Strain in a Late-Stage Precursor of Haouamine A. Organic Letters 2019, 21 (5) , 1538-1541. https://doi.org/10.1021/acs.orglett.9b00424
    2. Kazuhiro Higuchi, Yukihiro Sato, Mei Tsuchimochi, Kenta Sugiura, Masatoshi Hatori and Tomomi Kawasaki. First Total Synthesis of Hinckdentine A. Organic Letters 2009, 11 (1) , 197-199. https://doi.org/10.1021/ol802394n
    3. Conrad Kunick,, Kathrin Lauenroth,, Karen Wieking,, Xu Xie,, Christiane Schultz,, Rick Gussio,, Daniel Zaharevitz,, Maryse Leost,, Laurent Meijer,, Alexander Weber,, Flemming S. Jørgensen, and, Thomas Lemcke. Evaluation and Comparison of 3D-QSAR CoMSIA Models for CDK1, CDK5, and GSK-3 Inhibition by Paullones. Journal of Medicinal Chemistry 2004, 47 (1) , 22-36. https://doi.org/10.1021/jm0308904
    4. Oľga Caletková, Lucia Pinčeková, Jana Nováčiková, Róbert Gyepes, Petra Olejníková, Peter Pôbiš, Helena Kanďárová, Dušan Berkeš. A novel 1-benzoazepine-derived Michael acceptor and its hetero-adducts active against MRSA. Organic & Biomolecular Chemistry 2024, 22 (48) , 9394-9402. https://doi.org/10.1039/D4OB01501K
    5. Akshay Bharodiya, Bhargav Desai, Bhavyesh Desai, Areti Sivaih, Eeshwaraiah Begari, Togati Naveen. Microwave‐Assisted Catalyst‐Free Conjugate Addition of Amines to Maleimide. ChemistrySelect 2024, 9 (18) https://doi.org/10.1002/slct.202401108
    6. Navjeet Kaur. Raney nickel-assisted nitro group reduction for the synthesis of N-, O-, and S-heterocycles. 2022, 43-80. https://doi.org/10.1016/B978-0-323-99492-7.00002-0
    7. Brice E. Uno, Rachel D. Dicken, Louis R. Redfern, Charlotte M. Stern, Greg G. Krzywicki, Karl A. Scheidt. Calcium( ii )-catalyzed enantioselective conjugate additions of amines. Chemical Science 2018, 9 (6) , 1634-1639. https://doi.org/10.1039/C7SC05205G
    8. Michael F. Primik, Lukas K. Filak, Vladimir B. Arion. Metal‐Based Indolobenzazepines and Indoloquinolines: From Moderate CDK Inhibitors to Potential Antitumor Drugs. 2013, 605-617. https://doi.org/10.1002/9781118742952.ch45
    9. Maxim G. Uchuskin, Arkady S. Pilipenko, Olga V. Serdyuk, Igor V. Trushkov, Alexander V. Butin. From biomass to medicines. A simple synthesis of indolo[3,2-c]quinolines, antimalarial alkaloid isocryptolepine, and its derivatives. Organic & Biomolecular Chemistry 2012, 10 (36) , 7262. https://doi.org/10.1039/c2ob25836f
    10. John P. Schaefer, Jordan J. Bloomfield. The D ieckmann Condensation (Including the T horpe‐ Z iegler Condensation). 2011, 1-203. https://doi.org/10.1002/0471264180.or015.01
    11. Lukas K. Filak, Gerhard Mühlgassner, Michael A. Jakupec, Petra Heffeter, Walter Berger, Vladimir B. Arion, Bernhard K. Keppler. Organometallic indolo[3,2-c]quinolines versus indolo[3,2-d]benzazepines: synthesis, structural and spectroscopic characterization, and biological efficacy. JBIC Journal of Biological Inorganic Chemistry 2010, 15 (6) , 903-918. https://doi.org/10.1007/s00775-010-0653-y
    12. David P. Power, Olivier Lozach, Laurent Meijer, David H. Grayson, Stephen J. Connon. Concise synthesis and CDK/GSK inhibitory activity of the missing 9-azapaullones. Bioorganic & Medicinal Chemistry Letters 2010, 20 (16) , 4940-4944. https://doi.org/10.1016/j.bmcl.2010.06.024
    13. Kazuhiro Higuchi, Yukihiro Sato, Shigeru Kojima, Mei Tsuchimochi, Kenta Sugiura, Masatoshi Hatori, Tomomi Kawasaki. Preparation of 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones via oxidation of 2-substituted indoles and Mannich-type reaction. Tetrahedron 2010, 66 (6) , 1236-1243. https://doi.org/10.1016/j.tet.2009.12.028
    14. Herbert M. Riepl, Melanie Kellermann. Synthesis of 5,7‐Dihydrodibenzo[ b , f ][1,7]naphthyridine‐6,12‐dione, an Unexpected Isolate from Isatis tintoria. Helvetica Chimica Acta 2009, 92 (4) , 668-676. https://doi.org/10.1002/hlca.200800337
    15. Tse‐Lok Ho, Mary Fieser, Louis Fieser. Polyphosphoric acid ( PPA ). 2006https://doi.org/10.1002/9780471264194.fos08355.pub2
    16. Tse‐Lok Ho, Mary Fieser, Louis Fieser. Polyphosphoric acid ( PPA ). 2006https://doi.org/10.1002/9780471264194.fos08364
    17. Stephen G. Davies, Andrew D. Smith, Paul. D. Price. The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications. Tetrahedron: Asymmetry 2005, 16 (17) , 2833-2891. https://doi.org/10.1016/j.tetasy.2005.08.006
    18. John B. Bremner, Waya Sengpracha. An iodoacetamide-based free radical cyclisation approach to the 7,12-dihydro-indolo[3,2-d][1]benzazepin-6(5H)-one (paullone) system. Tetrahedron 2005, 61 (23) , 5489-5498. https://doi.org/10.1016/j.tet.2005.03.133
    19. Na Zhao, Yu-Lu Wang. A mild and simple synthesis of N -aryl substituted toluenesulfamides under solvent-free conditions. Journal of Chemical Research 2004, 2004 (5) , 366-367. https://doi.org/10.3184/0308234041639782
    20. Conrad Kunick. Synthese von 7,12‐Dihydro‐indolo[3,2‐ d ][1]benzazepin‐6‐( 5H )‐onen und 6,11‐Dihydro‐thieno‐[3′,2′:2,3]azepino[4,5‐ b ]indol‐5(4 H )‐ on. Archiv der Pharmazie 1992, 325 (5) , 297-299. https://doi.org/10.1002/ardp.19923250509
    21. Conrad Kunick. Synthese [ b ]‐kondensierter azepindione durch dealkoxycarbonylierung. Archiv der Pharmazie 1991, 324 (9) , 579-581. https://doi.org/10.1002/ardp.2503240910
    22. Katsuhiko Hino, Jun-Ichi Matsumoto. 3 Medicinal Chemistry of 1-Benzazepines. 1990, 123-141. https://doi.org/10.1016/S0079-6468(08)70290-X
    23. George R. Proctor. Azepine Ring Systems Containing two Rings. 1984, 637-768. https://doi.org/10.1002/9780470187210.ch2
    24. Jacques Bourdais, Anne Lorre. Indoles polycycliques. I. Synthèse de dérivés oxo‐6 du benzo[ a ]pyrano‐[4,3‐ b ] indole et de l'indolo[3,2‐ c ] quinoléine à partir d'acides aryl‐2 indole carboxyliques‐3. Journal of Heterocyclic Chemistry 1975, 12 (6) , 1111-1115. https://doi.org/10.1002/jhet.5570120605
    25. Theodore S.T. Wang. Fisher indole synthesis the synthesis of 1-acetyl-6:7-dihydro-2:3-benzindolo(2′:3′-4:5)azepine. Tetrahedron Letters 1975, 16 (19-20) , 1637-1638. https://doi.org/10.1016/S0040-4039(00)72219-2
    26. Prank D. Popp. The Chemistry of Isatin. 1975, 1-58. https://doi.org/10.1016/S0065-2725(08)60127-0
    27. S. Kasparek. 1-, 2-, and 3-Benzazepines. 1974, 45-98. https://doi.org/10.1016/S0065-2725(08)60907-1
    28. Peter Rosenmund, Jürgen Bauer, Dieter Sauer. Beiträge zur Chemie des Indols, III. Desäthyl‐chano‐ibogamin. Chemische Berichte 1971, 104 (5) , 1379-1386. https://doi.org/10.1002/cber.19711040506
    29. Kent Rush. Oxidized Nitrogen Derivatives of Indole and Indoline. 1971, 539-605. https://doi.org/10.1002/9780470186930.ch5
    30. U. Hörlein. 4‐Hydroxycarbostyril‐alkancarbonsäuren und Dihydrobenzazepinoloncarbonsäureester. I. Mitt. Archiv der Pharmazie 1971, 304 (2) , 81-98. https://doi.org/10.1002/ardp.19713040202
    31. U. Hörlein, W. Geiger. Hydroxycarbostyril‐alkancarbonsäuren und Dihydro‐benzazepinolon‐carbonsäureester IV. Mitt. Archiv der Pharmazie 1971, 304 (3) , 167-175. https://doi.org/10.1002/ardp.19713040303
    32. W.I. Taylor. Chapter 9 The Iboga and Voacanga Alkaloids. 1965, 203-235. https://doi.org/10.1016/S1876-0813(08)60048-2
    33. Shiro Morosawa. Studies on Seven-Membered Heterocyclic Compounds Containing Nitrogen. V. 2, 3, 4, 5-Tetrahydro-1 ( H )-indolor[2, 3- c ]azepine. Bulletin of the Chemical Society of Japan 1960, 33 (8) , 1113-1117. https://doi.org/10.1246/bcsj.33.1113
    Download PDF
    Go to Journal of the American Chemical Society
    Get e-Alerts
    Get e-Alerts

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 1958, 80, 9, 2172–2178
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja01542a035
    Published May 1, 1958
    Request reuse permissions

    Article Views

    687

    Altmetric

    -

    Citations

    33
    Learn about these metrics

    Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

    Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

    The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.