Long-range correlations (nj C,H n>3) in the HMBC spectra of 3-(4-oxo-4H-chromen-3-YL)-acrylic acid ethyl esters

被引：8
|
作者：
Araya-Maturana, R
Gavín-Sazatornil, JA
Heredia-Moya, J
Pessoa-Mahana, H
Weiss-López, B
机构：
[1] Univ Chile, Fac Ciencias Quim & Farmaceut, Dept Quim Organ & Fisicoquim, Santiago 1, Chile
[2] Univ La Laguna, Inst Univ Bioorgan, E-38207 San Cristobal la Laguna, Spain
[3] Univ Chile, Fac Ciencias, Dept Quim, Santiago, Chile
来源：
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2005年 / 16卷 / 3B期
关键词：
H-1 and C-13 NMR; HMBC; CIGAR; IMPEACH-MBC; (5)J(C; H) acrylic acid ethyl esters; chromone;
D O I：
10.1590/S0103-50532005000400028
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A systematic study about the long-range correlations observed in the HMBC spectra of a series of cis and trans 3-(4-oxo-4H-chromen-3-yl)-acrylic acid ethyl esters, and 5-hydroxy derivatives, was carried out. The results were compared with those observed in IMPEACH-MBC and CIGARHMBC spectra. An uncommon (5)J(C,H) between the methyl protons and the C-alpha to the carbonyl group was observed in these systems as well as in ethyl chrotonate. The complete assignments of the H-1 and C-13 NMR spectra are provided.
引用
收藏
页码：657 / 661
页数：5
相关论文
共 50 条
  • [1] Very long-range correlations (nJC,H n>3) in HMBC spectra
    Araya-Maturana, Ramiro
    Pessoa-Mahana, Hernan
    Weiss-Lopez, Boris
    NATURAL PRODUCT COMMUNICATIONS, 2008, 3 (03) : 445 - 450
  • [2] Development of practical methodologies for the synthesis of novel 3(4-oxo-4H-chromen-3-yl)acrylic acid hydrazides
    Joshi, Ratnadeep S.
    Mandhane, Priyanka G.
    Badadhe, Pravin V.
    Gill, Charansingh H.
    ULTRASONICS SONOCHEMISTRY, 2011, 18 (03) : 735 - 738
  • [3] SYNTHESIS AND ANTIOXIDANT ACTIVITY OF (E)-3-(3-(4-OXO-4H-CHROMEN-3-YL)ACRYLOYL) 2H-CHROMEN-2-ONE DERIVATIVES
    Shatokhin, S. S.
    Tuskaev, V. A.
    Gagieva, S. Ch
    Pozdnyakov, D., I
    Oganesyan, E. T.
    PHARMACY & PHARMACOLOGY-FARMATSIYA I FARMAKOLOGIYA, 2021, 9 (05): : 367 - 376
  • [4] Reactions of Ethyl 3-(4-Oxo-4H-chromen-3-yl)prop-2-enoates with 1,2-Binucleophiles
    Kustin, R. P.
    Chernov, N. M.
    Shutov, R., V
    Yakovlev, I. P.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (09) : 1604 - 1609
  • [5] Reactions of Ethyl 3-(4-Oxo-4H-chromen-3-yl)prop-2-enoates with 1,2-Binucleophiles
    R. P. Kustin
    N. M. Chernov
    R. V. Shutov
    I. P. Yakovlev
    Russian Journal of General Chemistry, 2022, 92 : 1604 - 1609
  • [6] (E)-4-Methyl-N'-[(4-oxo-4H-chromen-3-yl)methylidene]benzohydrazide
    Ishikawa, Yoshinobu
    Watanabe, Kohzoh
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O565 - +
  • [7] Re-cyclization of 3-(E)-methyl 3-(4-oxo-4H-chromen-3-yl)acrylate with amines and their potential mechanism
    Zhang, Yikai
    Lv, Zhiliang
    Zhang, Mingfeng
    Li, Ke
    TETRAHEDRON, 2013, 69 (42) : 8839 - 8846
  • [8] (E)-3,4,5-Trimethoxy-N'-[(4-oxo-4H-chromen-3-yl)methylidene]benzo-hydrazide
    Ishikawa, Yoshinobu
    Watanabe, Kohzoh
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O472 - +
  • [9] Crystal structure of (E)-ethyl 2-((4-oxo-4H-chromen-3-yl)methyleneaminooxy)acetate, C14H13NO5
    Yoo, Miri
    Koh, Dongsoo
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2021, 236 (06): : 1135 - 1137
  • [10] 4-Hydroxy-3-[(4-hydroxy-6,7-dimethyl-2-oxo-2H-chromen-3-yl)(4-oxo-4H-chromen-3-yl)methyl]-6,7-dimethyl-2H-chromen-2-one
    Asad, Mohammad
    Oo, Chuan-Wei
    Osman, Hasnah
    Yeap, Chin Sing
    Fun, Hoong-Kun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2859 - U571
12345