Synthesis and structure of β-aryl-α-nitroacrylates

被引:0
|
作者
R. I. Baichurin
L. V. Baichurina
N. I. Aboskalova
V. M. Berestovitskaya
机构
[1] Herzen State Pedagogical University of Russia,
来源
关键词
General Chemistry; Nitro Group; Aromatic Aldehyde; Olefinic Proton; Anhydrous Benzene;
D O I
暂无
中图分类号
学科分类号
摘要
The method for preparation of ethyl α-nitrocinnamates by nitroacetic acid ester alkenylation with aromatic aldehydes in the presence of acetic acid and β-alanine has been modified. Structures of the prepared compounds have been proved by electronic, IR, 1H, and 13C-{1H} NMR spectroscopy (including heteronuclear correlation experiments 1H-13C HMQC and 1H-13C HMBC). In solution these compounds exist in the form of Z-isomer; the Z⇄E isomerization is observed in the case of the compound containing strong electron-donor group [N(CH3)2] at benzene ring.
引用
收藏
页码:1764 / 1770
页数:6
相关论文
共 50 条
  • [31] Synthesis and Cytotoxic Properties of Halogen and Aryl-/Heteroarylpiperazinyl Derivatives of Benzofurans
    Krawiecka, Mariola
    Kuran, Bozena
    Kossakowski, Jerzy
    Cieslak, Marcin
    Kazmierczak-Baranska, Julia
    Krolewska, Karolina
    Nawrot, Barbara
    ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2015, 15 (01) : 115 - 121
  • [32] Facile synthesis of aryl- and alkyl-bis(trifluoromethylsulfonyl)methanes
    Hasegawa, Aiko
    Ishikawa, Takuo
    Ishihara, Kazuaki
    Yamamoto, Hisashi
    Bull. Chem. Soc. Jpn., 8 (1401-1410):
  • [33] Design, synthesis and cytotoxic evaluation of β-aryl-α-dimethoxyphosphoryl-γ-lactams
    Seda Cinar
    Canan Unaleroglu
    Ayşe Ak
    Bora Garipcan
    Medicinal Chemistry Research, 2017, 26 : 1022 - 1028
  • [34] Synthesis of Aryl- and Heteryl-Containing gem-Acylnitrocyclohexenes
    Baichurin, R. I.
    Aboskalova, N. I.
    Berkova, G. A.
    Berestovitskaya, V. M.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (08) : 1185 - 1188
  • [35] Synthesis and structure of alkyl 2-arylsulfanyl-3-nitroacrylates
    S. V. Makarenko
    R. I. Baichurin
    V. V. Gurzhiy
    L. V. Baichurina
    Russian Chemical Bulletin, 2018, 67 : 815 - 821
  • [36] Synthesis and structures of molybdenum complexes of aryl- and alkylphosphonium triphenylcyclopentadienylide ligands
    Gong, Wei-tao
    Na, Duo
    Mehdi, Hassan
    Ye, Jun-wei
    Ning, Gui-ling
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 772 : 314 - 319
  • [37] Stereoselective synthesis of trans-β-methoxycarbonyl-γ-aryl-γ-butyrolactones
    Chen, YL
    Ding, WY
    Cao, WG
    Lu, C
    SYNTHETIC COMMUNICATIONS, 2002, 32 (13) : 1953 - 1960
  • [38] Synthesis, characterization and antiproliferative activity of β-aryl-δ-iodo-γ-lactones
    Wzorek, Alicja
    Gawdzik, Barbara
    Gladkowski, Witold
    Urbaniak, Mariusz
    Baranska, Anita
    Malinska, Maura
    Wozniak, Krzysztof
    Kempinska, Katarzyna
    Wietrzyk, Joanna
    JOURNAL OF MOLECULAR STRUCTURE, 2013, 1047 : 160 - 168
  • [39] Synthesis of New Functionally Substituted Aryl- and Hetarylcarbamates Based on Ninhydrin
    A. V. Velikorodov
    A. S. Zukhairaeva
    A. K. Chabakova
    V. B. Kovalev
    Russian Journal of Organic Chemistry, 2018, 54 : 1509 - 1514
  • [40] Synthesis and structure of alkyl 2-arylsulfanyl-3-nitroacrylates
    Makarenko, S. V.
    Baichurin, R. I.
    Gurzhiy, V. V.
    Baichurina, L. V.
    RUSSIAN CHEMICAL BULLETIN, 2018, 67 (05) : 815 - 821