Five-membered 2,3-dioxo heterocycles: LXXXV. Synthesis of methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates and their reaction with 3-amino-5,5-dimethylcyclohex-2-en-1-ones. Molecular and crystalline structure of 4′-hydroxy-1′-(4-methoxyphenyl)-6,6-dimethyl-3′-(1-oxo-3-phenylprop-2-en-1-yl)-1-phenyl-6,7-dihydrospiro[indole-3,2′-pyrrole]-2,4,5′(1H,1′H,5H)-trione

被引:8
|
作者
Silaichev, P. S. [1 ]
Filimonov, V. O.
Slepukhin, P. A. [2 ]
Maslivets, A. N. [1 ]
机构
[1] Perm State Univ, Inst Nat Sci, Perm 614990, Russia
[2] Russian Acad Sci, Postovskii Inst Organ Synth, Ural Div, Ekaterinburg 620041, Russia
关键词
SPIRO HETEROCYCLIZATION;
D O I
10.1134/S1070428012040173
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of methyl 2-arylamino-4-oxo-6-phenylhexa-2,5-dienoates with oxalyl chloride gave methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates which reacted with 3-benzylamino- and 3-arylamino-5,5-dimethylcyclohex-2-en-1-ones to produce 1'-aryl-1-benzyl- and 1,1'-diaryl-4'-hydroxy-6,6-dimethyl-3'-(1-oxo-3-phenylprop-2-en-1-yl)-6,7-dihydrospiro[indole-3,2'-pyrrole]-2,4,5'(1H,1'H,5H)-triones.
引用
收藏
页码:561 / 565
页数:5
相关论文
共 50 条
  • [41] Five-membered 2,3-dioxo heterocycles:: LI.: Reaction of 3-aroyl-2,4-dihydro-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with 3-amino-5,5-dimethylcyclohex-2-en-1-ones
    Racheva, N. L.
    Shurov, S. N.
    Aliev, Z. G.
    Maslivets, A. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (01) : 108 - 116
  • [42] Reaction of methyl 3-aroyl-1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with arylhydrazines. synthesis of isomeric 5-arylcarbamoyl-4-aroyl- and 5-aryl-4-aryloxamoyl-1H-pyrazoles
    A. Yu. Dubovtsev
    A. A. Moroz
    M. V. Dmitriev
    A. N. Maslivets
    Russian Journal of Organic Chemistry, 2016, 52 : 546 - 552
  • [43] Reaction of methyl 3-aroyl-1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with arylhydrazines. synthesis of isomeric 5-arylcarbamoyl-4-aroyl- and 5-aryl-4-aryloxamoyl-1H-pyrazoles
    Dubovtsev, A. Yu.
    Moroz, A. A.
    Dmitriev, M. V.
    Maslivets, A. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (04) : 546 - 552
  • [44] Synthesis and structure of (E)-N-(4-methoxyphenyl)-2-[4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy]acetamide
    Cong Nguyen Tien
    Trung Vu Quoc
    Dat Nguyen Dang
    Giang Le Duc
    Van Meervelt, Luc
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 184 - +
  • [45] Crystal structure of (E)-3-(3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)-1-phenylprop-2-en-1-one, C27H21N5O
    Alotibi, Mohammed F.
    Abdel-Wahab, Bakr F.
    Yousif, Emad
    Hegazy, Amany S.
    Kariuki, Benson M.
    El-Hiti, Gamal A.
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2020, 235 (02): : 479 - 481
  • [46] Five-Membered 2,3-Dioxo Heterocycles: LXXII. Recyclization of Isopropyl 2-(1-Aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates by the Action of Aliphatic Amines
    Dmitriev, M. V.
    Silaichev, P. S.
    Maslivets, A. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (01) : 92 - 94
  • [47] (Z)-2′-((Adamantan-1-yl)thio)-1,1′-dimethyl-2′,3′-dihydro-[2,4′-biimidazolylidene]-4,5,5′(1H,1′H,3H)-trione
    Burmistrov, Vladimir
    Mokhov, Vladimir
    Fayzullin, Robert R.
    Butov, Gennady M.
    MOLBANK, 2023, 2023 (01)
  • [48] 3-(2-Amino-1-methyl-4-oxo-4,5-dihydro-1H-imidazol-5-yl)-3-hydroxy-1-phenylindolin-2-one ethanol solvate
    Penthala, Narsimha Reddy
    Reddy, Thirupathi Reddy Yerram
    Parkin, Sean
    Crooks, Peter A.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2439 - +
  • [49] Five-Membered 2,3-Dioxo Heterocycles: LXXI.* Recyclization of 4,5-Diaroyl-1H-pyrrole-2,3-diones by the Action of Substituted Hydrazines. Crystalline and Molecular Structure of 2-(3-Benzoyl- 1-benzyl-5-phenyl-1H-pyrazol-4-yl)-N-(4-methoxyphenyl)- 2-oxoacetamide
    P. S. Silaichev
    N. V. Kudrevatykh
    Z. G. Aliev
    A. N. Maslivets
    Russian Journal of Organic Chemistry, 2010, 46 : 1546 - 1549
  • [50] Five-Membered 2,3-Dioxo Heterocycles: LXXI. Recyclization of 4,5-Diaroyl-1H-pyrrole-2,3-diones by the Action of Substituted Hydrazines. Crystalline and Molecular Structure of 2-(3-Benzoyl-1-benzyl-5-phenyl-1H-pyrazol-4-yl)-N-(4-methoxyphenyl)-2-oxoacetamide
    Silaichev, P. S.
    Kudrevatykh, N. V.
    Aliev, Z. G.
    Maslivets, A. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (10) : 1546 - 1549