An alternative approach to the synthesis of 5H-chromeno[4,3-b]pyridin-5-one system using the cleavage of 5H,9H-pyrano[2',3':5,6]chromeno[4,3-b]pyridine-5,9-diones with binucleophiles

被引:0
|
作者
Oleg A. Lozinski
Tatyana V. Shokol
Roman I. Zubatyuk
Oleg V. Shishkin
Volodymir P. Khilya
机构
[1] Kyiv National Taras Shevchenko University,Department of Inorganic Chemistry
[2] Division of Functional Materials Chemistry,undefined
[3] SSI “Institute for Single Crystals”,undefined
[4] National Academy of Science of Ukraine,undefined
[5] V. N. Karazin Kharkiv National University,undefined
来源
关键词
carbonyl compounds; condensed chromones; isoxazoles; pyrazoles; cyclization; recyclization;
D O I
暂无
中图分类号
学科分类号
摘要
Hantzsch reaction has been successfully employed for a one-step assembling of pyranopyridine fragment to produce 5Н,9Н-pyrano[2',3':5,6]- chromeno[4,3-b]pyridine-5,9-diones which upon treatment with binucleophiles undergo chemoselective γ-pyrone ring opening with the concomitant recyclization to give five-membered cycles, providing a concise route to 6-pyrazolyl(isoxazolyl)-5H-chromeno[4,3-b]- pyridin-5-ones.
引用
收藏
页码:96 / 99
页数:3
相关论文
共 50 条
  • [21] Design and Metal-Free Synthesis and Cytotoxicity Evaluation of 5H-chromeno[4,3-b]pyridine Derivatives as Anti-Proliferative Agents
    Kamireddy, Kamalaker Reddy
    Rao, M. Sayaji
    Bantu, Rajashaker
    Misra, Sunil
    Sridhar, Balasubramanian
    Reddy, Basi Venkata Subba
    LETTERS IN ORGANIC CHEMISTRY, 2023, 20 (02) : 137 - 142
  • [22] Crystal Structure of 2-(4,5-Bis(4-methoxyphenyl)-5H-chromeno[4,3-b] pyridin-2-yl)phenol
    Yuan, Rui
    Lin, Wei
    Yin, Wei
    Bo, Rong-cheng
    Shi, Jing-jing
    Zhang, Xiao-fei
    Zhang, Xiao-xiao
    Wang, Chao
    Wan, Yu
    Wu, Hui
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2010, 40 (09) : 799 - 801
  • [23] Crystal Structure of 2-(4,5-Bis(4-methoxyphenyl)-5H-chromeno[4,3-b]pyridin-2-yl)phenol
    Rui Yuan
    Wei Lin
    Wei Yin
    Rong-cheng Bo
    Jing-jing Shi
    Xiao-fei Zhang
    Xiao-xiao Zhang
    Chao Wang
    Yu Wan
    Hui Wu
    Journal of Chemical Crystallography, 2010, 40 : 799 - 801
  • [24] SYNTHESIS OF 5-OXO-5H-[1]BENZOPYRANO[4,3-B]PYRIDINE DERIVATIVES
    UKAWA, K
    ISHIGURO, T
    WADA, Y
    NOHARA, A
    HETEROCYCLES, 1986, 24 (07) : 1931 - 1941
  • [25] tert-amino effect at a coumarin and a 2-quinolone system:: Synthesis of 1,2 fused 5H-chromeno [4,3-b] pyridin-5-ones and a 6H-benzo[h][1,6]naphthyridin-5-one
    Ivanov, Ivo C.
    Glasnov, Toma N.
    Belaj, Ferdinand
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (01) : 177 - 180
  • [26] [BMIM][OH]-Mediated One-Pot Synthesis of 2-Amino-5-oxo-4-(1H-pyrazol-5-yl)-5H-chromeno[4,3-b]pyridine-3-carbonitriles as Potential Anticancer Agents
    Srinivas, A.
    Shree, A. Jaya
    Goud, S. Sharath Kumar
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2023, 93 (01) : 227 - 233
  • [27] A convenient approach to the synthesis of dialkyl 5-oxo-1,2-dihydro-5H-chromeno[4,3-b]pyridine-2,3-dicarboxylates
    Glasnov, Toma N.
    Ivanov, Ivo C.
    SYNTHETIC COMMUNICATIONS, 2008, 38 (10) : 1579 - 1588
  • [28] [BMIM][OH]-Mediated One-Pot Synthesis of 2-Amino-5-oxo-4-(1H-pyrazol-5-yl)-5H-chromeno[4,3-b]pyridine-3-carbonitriles as Potential Anticancer Agents
    A. Srinivas
    A. Jaya Shree
    S. Sharath Kumar Goud
    Russian Journal of General Chemistry, 2023, 93 : 227 - 233
  • [29] New synthetic approach to [1]benzopyrano[4,3-b]pyridin-5-one derivatives
    Beccalli, EM
    Contini, A
    Trimarco, P
    TETRAHEDRON LETTERS, 2004, 45 (17) : 3447 - 3449
  • [30] Synthesis of 2H-chromeno[4,3-b]pyridine-2,5(1H)-diones and related heterocycles via the Erlenmeyer-Ploechl reaction
    Ivanov, IC
    Glasnov, TN
    Heber, D
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 42 (05) : 857 - 861