Y(OTf)3-catalyzed heterocyclic formation via aerobic oxygenation: An approach to dihydro quinazolinones and quinazolinones

被引：39
作者：
Shang, Ying-Hui [1 ]
Fan, Li-Yan [1 ]
Li, Xiang-Xiong [1 ]
Liu, Meng-Xia [1 ]
机构：
[1] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2015年 / 26卷 / 11期
基金：
中国国家自然科学基金;
关键词：
Aerobic oxygenation; Yttrium-catalyzed reaction; Dihydroquinazolinones; Quinazolinones; ONE-POT SYNTHESIS; ASYMMETRIC-SYNTHESIS; 2,3-DIHYDROQUINAZOLIN-4(1H)-ONES; DERIVATIVES; ALDEHYDES; TUBULIN; QUINAZOLIN-4(3H)-ONES; DOCKING; WATER;
D O I：
10.1016/j.cclet.2015.07.026
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The Y(OTf)(3)-catalyzed aerobic oxidative cyclization reaction for the selective synthesis of dihydroquinazolinones and quinazolinones has been developed. This method provides a practical, effective and green synthetic approach to dihydroquinazolinones and quinazolinones which both are important units in many biologically active compounds. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：1355 / 1358
页数：4
相关论文
共 28 条
  • [1] Abdel-Jalil RJ, 2005, HETEROCYCLES, V65, P2061
  • [2] A novel method for the synthesis of 4(3H)-quinazolinones
    Abdel-Jalil, RJ
    Voelter, W
    Saeed, M
    [J]. TETRAHEDRON LETTERS, 2004, 45 (17) : 3475 - 3476
  • [3] Microwave activated synthesis of 2-aryl-qlainazolin-4(3H) ones
    Bakavoli, M.
    Sabzevari, O.
    Rahimizadeh, M.
    [J]. CHINESE CHEMICAL LETTERS, 2007, 18 (12) : 1466 - 1468
  • [4] Synthesis, anti-inflammatory evaluation and docking studies of some new fluorinated fused quinazolines
    Balakumar, C.
    Lamba, P.
    Kishore, D. Pran
    Narayana, B. Lakshmi
    Rao, K. Venkat
    Rajwinder, K.
    Rao, A. Raghuram
    Shireesha, B.
    Narsaiah, B.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) : 4904 - 4913
  • [5] A one-pot synthesis of 2-Aryl-2,3-dihydro-4(1H)-quinazolinones by use of samarium iodide
    Cai, GP
    Xu, XL
    Li, ZF
    Weber, WP
    Lu, P
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (06) : 1271 - 1272
  • [6] Eco-friendly synthesis of 2,3-dihydroquinazolin-4(1H)-ones in ionic liquids or ionic liquid-water without additional catalyst
    Chen, Jiuxi
    Su, Weike
    Wu, Huayue
    Liu, Miaochang
    Jin, Can
    [J]. GREEN CHEMISTRY, 2007, 9 (09) : 972 - 975
  • [7] One-Pot Synthesis of Quinazolinones from Anthranilamides and Aldehydes via p-Toluenesulfonic Acid Catalyzed Cyclocondensation and Phenyliodine Diacetate Mediated Oxidative Dehydrogenation
    Cheng, Ran
    Guo, Tianjian
    Zhang-Negrerie, Daisy
    Du, Yunfei
    Zhao, Kang
    [J]. SYNTHESIS-STUTTGART, 2013, 45 (21): : 2998 - 3006
  • [8] Direct Catalytic Asymmetric Synthesis of Cyclic Aminals from Aldehydes
    Cheng, Xu
    Vellalath, Sreekumar
    Goddard, Richard
    List, Benjamin
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (47) : 15786 - +
  • [9] Asymmetric synthesis of 2,3-dihydro-2-arylquinazolin-4-ones: Methodology and application to a potent fluorescent tubulin inhibitor with anticancer activity
    Chinigo, Gary M.
    Paige, Mikell
    Grindrod, Scott
    Hamel, Ernest
    Dakshanamurthy, Sivanesan
    Chruszcz, Maksymilian
    Minor, Wladek
    Brown, Milton L.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (15) : 4620 - 4631
  • [10] Antitumor 2,3-dihydro-2-(aryl)-4(1H)-quinazolinone derivatives - Interactions with tubulin
    Hamel, E
    Lin, CM
    Plowman, J
    Wang, HK
    Lee, KH
    Paull, KD
    [J]. BIOCHEMICAL PHARMACOLOGY, 1996, 51 (01) : 53 - 59
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