Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones by domino reactions of amino acids with ynones

被引:3
|
作者
Miliutina, Mariia [1 ]
Ivon, Yevhen [1 ,2 ]
Slobodyanyuk, Evgeniy Y. [1 ,2 ]
Ejaz, Syeda Abida [3 ]
Iqbal, Jamshed [3 ]
Villinger, Alexander [1 ]
Iaroshenko, Viktor O. [1 ,4 ]
Langer, Peter [1 ,5 ]
机构
[1] Univ Rostock, Inst Chem, 3a Albert Einstein St, D-18059 Rostock, Germany
[2] Taras Shevchenko Natl Univ Kyiv, 62 Volodymyrska St, UA-01033 Kiev, Ukraine
[3] COMSATS Inst Informat Technol, Ctr Adv Drug Res, Abbottabad 22060, Pakistan
[4] Ctr Mol & Macromol Studies, 112 Sienkiewicza St, PL-90363 Lodz, Poland
[5] Univ Rostock, Leibniz Inst Katalyse eV, 29a Albert Einstein St, D-18059 Rostock, Germany
关键词
amino acids; chromeno[2; 3-c]pyrrol-9(2H)-ones; heterocycles; alkaline phosphatase inhibitory activity; domino reactions; DISCOVERY;
D O I
10.1007/s10593-019-02481-x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of novel chromeno[2,3-c]pyrrol-9(2H)-ones via domino reaction of amino acids with aromatic ,-ynones is described. Obtained chromeno[2,3-c]pyrrol-9(2H)-ones possess phosphatase inhibitory activity.
引用
收藏
页码:465 / 468
页数:4
相关论文
共 50 条
  • [1] Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones by domino reactions of amino acids with ynones
    Mariia Miliutina
    Yevhen Ivon
    Evgeniy Y. Slobodyanyuk
    Syeda Abida Ejaz
    Jamshed Iqbal
    Alexander Villinger
    Viktor O. Iaroshenko
    Peter Langer
    Chemistry of Heterocyclic Compounds, 2019, 55 : 465 - 468
  • [2] Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones (microreview)
    Moskvina, Viktoriia S.
    Khilya, Volodymir P.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2023, 59 (11-12) : 736 - 738
  • [3] Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones by domino Michael-Claisen-SNAr reactions of amino acid esters with 2-chlorophenylpropynones
    Tuan Anh Nguyen Tien
    Miliutina, Mariia
    Radolko, Jan
    Thom, Richard
    Dang, Tuan T.
    Ehlers, Peter
    Langer, Peter
    TETRAHEDRON, 2022, 104
  • [4] [inline-graphic not available: see fulltext]Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones (microreview)
    Viktoriia S. Moskvina
    Volodymir P. Khilya
    Chemistry of Heterocyclic Compounds, 2023, 59 : 736 - 738
  • [5] Exploring the binding mechanisms of PDE5 with chromeno[2,3-c]pyrrol-9(2H)-one by theoretical approaches
    Huang, Xianfeng
    Xu, Peng
    Cao, Yijing
    Liu, Li
    Song, Guoqiang
    Xu, Lei
    RSC ADVANCES, 2018, 8 (53): : 30481 - 30490
  • [6] Synthesis of Multi-Functionalized Chromeno[2,3-c]pyrrol-9(2H)-ones: Investigation and Application of Baker-Venkataraman Rearrangement Involved Reactions Catalyzed by 4-(Dimethylamino)pyridine
    Yu, Yanjun
    Hu, Yun
    Shao, Weiyan
    Huang, Jianing
    Zuo, Yinglin
    Huo, Yingpeng
    An, Linkun
    Du, Jun
    Bu, Xianzhang
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (24) : 4551 - 4563
  • [7] Discovery and Optimization of Chromeno[2,3-c]pyrrol-9(2H)-ones as Novel Selective and Orally Bioavailable Phosphodiesterase 5 Inhibitors for the Treatment of Pulmonary Arterial Hypertension
    Wu, Deyan
    Zhang, Tianhua
    Chen, Yiping
    Huang, Yadan
    Geng, Haiju
    Yu, Yanfa
    Zhang, Chen
    Lai, Zengwei
    Wu, Yinuo
    Guo, Xiaolei
    Chen, Jianwen
    Luo, Hai-Bin
    JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (15) : 6622 - 6637
  • [8] Cu-catalyzed decarboxylative annulation of proline derivatives: multi-component synthesis of functionalized chromeno[2,3-c]-pyrrol-9(1H)-one derivatives
    Chen, Li
    Qi, Jin-Mei
    Yang, Shu
    Sun, Si-Nuo
    Yan, Sheng-Jiao
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (12) : 2994 - 2999
  • [9] Discovery of 3-(4-hydroxybenzyl)-1-(thiophen-2-yl)chromeno [2,3-c]pyrrol-9(2H)-one as a phosphodiesterase-5 inhibitor and its complex crystal structure
    Shang, Na-Na
    Shao, Yong-Xian
    Cai, Ying-Hong
    Guan, Matthew
    Huang, Manna
    Cui, Wenjun
    He, Lin
    Yu, Yan-Jun
    Huang, Lei
    Li, Zhe
    Bu, Xian-Zhang
    Ke, Hengming
    Luo, Hai-Bin
    BIOCHEMICAL PHARMACOLOGY, 2014, 89 (01) : 86 - 98
  • [10] Optimization of Chromeno[2,3-c]pyrrol-9(2H)-ones as Highly Potent, Selective, and Orally Bioavailable PDE5 Inhibitors: Structure-Activity Relationship, X-ray Crystal Structure, and Pharmacodynamic Effect on Pulmonary Arterial Hypertension
    Wu, Deyan
    Huang, Yadan
    Chen, Yiping
    Huang, Yi-You
    Geng, Haiju
    Zhang, Tianhua
    Zhang, Chen
    Li, Zhe
    Guo, Lei
    Chen, Jianwen
    Luo, Hai-Bin
    JOURNAL OF MEDICINAL CHEMISTRY, 2018, 61 (18) : 8468 - 8473