4-Aryl(indol-3-yl)-2-pyrrolidone-3(5)-carboxamides: synthesis and structure

被引:1
|
作者
Gorodnicheva, N. V. [1 ]
Vasil'eva, O. S. [1 ]
Ostroglyadov, E. S. [1 ]
Baichurin, R. I. [1 ]
Litvinov, I. A. [2 ]
Makarenko, S. V. [1 ]
机构
[1] Herzen State Pedag Univ Russia, 48 Nab R Moiki, St Petersburg 191186, Russia
[2] Russian Acad Sci, Fed Res Ctr Kazan Sci Ctr, AE Arbuzov Inst Organ & Phys Chem, 8 Ul Akademika Arbuzova, Kazan 420088, Russia
关键词
racetams; 2-pyrrolidone; 2-pyrrolidone carboxamides; molecular structure; X-ray diffraction analysis; STEREOSELECTIVE-SYNTHESIS; DERIVATIVES;
D O I
10.1007/s11172-024-4172-3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of methyl 4-aryl(indol-3-yl)-2-pyrrolidone-3(5)-carboxylates with ammonia afforded racemic (3R*,4S*)-4-(indol-3-yl)-2-pyrrolidone-3-carboxamides and (4R*,5R*)-4-aryl-2-pyrrolidone-5-carboxamides. The three-dimensional structures of these compounds were determined by X-ray diffraction analysis.
引用
收藏
页码:624 / 633
页数:10
相关论文
共 50 条
  • [41] A novel, three-component reaction to the synthesis of 3-amino-4-cyano-5-aryl-1H-pyrrole-2-carboxamides
    Mohammadi, Bagher
    Khorrami, Bahareh Rezaei
    Ghorbani, Mandi
    Dusek, Michal
    TETRAHEDRON, 2017, 73 (52) : 7291 - 7294
  • [42] Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins
    Mathavan, Sivagami
    Kannan, Keerthana
    Yamajata, Rajesh B. R. D.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (44) : 9620 - 9626
  • [43] 2-[(3,5-Diamino-1H-pyrazol-4-yl)methylidene]-1,2-dihydro-3H-indol-3-ones: synthesis and properties
    Masterova, N. S.
    Ryabova, S. Yu.
    Alekseeva, L. M.
    Shashkov, A. S.
    Chernyshev, V. V.
    Granik, V. G.
    RUSSIAN CHEMICAL BULLETIN, 2009, 58 (09) : 1973 - 1980
  • [44] Parallel Synthesis of 1-Substituted 5-(5-Oxopyrrolidin-3-yl)-1H-pyrazole-4-carboxamides
    Perdih, Peter
    Baskovc, Jernej
    Dahmann, Georg
    Groselj, Uros
    Kocar, Drago
    Novak, Ana
    Stanovnik, Branko
    Svete, Jurij
    SYNTHESIS-STUTTGART, 2011, (17): : 2822 - 2832
  • [45] EFFICIENT ONE-POT SYNTHESIS OF ALKYL 2-(BROMOMETHYL)-2-(4-ARYL)-4-ALKOXY-5-OXO-2,5-DIHYDROFURAN-3-CARBOXYLATE
    Anary-Abbasinejad, Mohammad
    Hassanabadi, Alireza
    Gavarti, Maedeh Abbasi
    SYNTHETIC COMMUNICATIONS, 2012, 42 (10) : 1426 - 1431
  • [46] Synthesis of Some 2-(3-Alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles as Novel Antibacterial Agents
    Kumar, Sunil
    Aggarwal, Ranjana
    Sharma, Chetan
    SYNTHETIC COMMUNICATIONS, 2015, 45 (17) : 2022 - 2029
  • [47] Synthesis of Bi(III) Immobilized on Carboxyl-Terminated Triazine Dendrimer Stabilized Magnetic Nanoparticles: Improvement of Catalytic Activity for Synthesis of Indol-3-yl Acrylates
    Asadi, Beheshteh
    Mohammadpoor-Baltork, Iraj
    Mirkhani, Valiollah
    Tangestaninejad, Shahram
    Moghadam, Majid
    CHEMISTRYSELECT, 2020, 5 (26): : 7840 - 7848
  • [48] Synthesis, Characterization, and Antioxidant Properties of Novel 1-(4-Aryl-1,3-thiazol-2-yl)-2-{[1-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methylidene}hydrazines
    Durgeswari, L. K.
    Ganta, Ravi Kumar
    Murthy, Y. L. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 57 (09) : 1552 - 1558
  • [49] REGIOSELECTIVE SYNTHESIS OF 1-ALKYL-5-(INDOL-3-YL- AND-2-YL)PYRROLIDIN-2-ONES FROM AVAILABLE REAGENTS
    Sadovoy, A. V.
    Kovrov, A. E.
    Golubeva, G. A.
    Sviridova, L. A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 46 (10) : 1215 - 1223
  • [50] Synthesis, Nematicidal and Antimicrobial activity of 3-(5-3-Methyl-5-[(3-methyl-7-5-[2-(aryl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(aryl)-1,3-thiazolan-4-one
    Reddy, Cherkilpally Sanjeeva
    Rao, Dasari Chandrashekar
    Yakub, Vookanti
    Nagaraj, Adki
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (06) : 805 - 810