One-Step Synthesis of Isoquinolinone Compounds

被引：1
|
作者：
Wang, Baoqu [1 ]
Kong, Lingbin [1 ]
Luo, Qin [1 ]
Lin, Jun [1 ]
Yan, Shengjiao [1 ]
机构：
[1] Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Yunnan, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 37卷 / 11期
基金：
中国国家自然科学基金;
关键词：
environment friendly; atom economy; heterocyclic ketone aminals; isoquinolinones; HETEROCYCLIC KETENE AMINALS; REGIOSELECTIVE SYNTHESIS; DERIVATIVES; CONSTRUCTION;
D O I：
10.6023/cjoc201705038
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A concise and efficiently route for the synthesis of isoquinolinones via one-step reaction of nitro substituted methyl 2-fluorobenzoate 1 and heterocyclic ketone aminals (HKAs, 2) in 1,4-dioxane catalyzed by Cs2CO3 under reflux conditions has been developed. Isoquinolinones 3 were obtained by one-step strategy. This protocol possesses some advantages including readily available starting materials, simple operation and concise synthetic route and so on.
引用
收藏
页码：2972 / 2977
页数：6
相关论文
共 56 条
  • [1] Ashton M. J, 1990, CHEM ABSTR, V112
  • [2] Ashton M. J, 1989, EP, Patent No. 326386
  • [3] Specific Synergist for Neonicotinoid Insecticides: IPPA08, a cis-Neonicotinoid Compound with a Unique Oxabridged Substructure
    Bao, Haibo
    Shao, Xusheng
    Zhang, Yixi
    Deng, Yayun
    Xu, Xiaoyong
    Liu, Zewen
    Li, Zhong
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2016, 64 (25) : 5148 - 5155
  • [4] Microwave-assisted rapid and efficient synthesis of C-alkyl imidazoisoquinolinone derivatives
    Bollini, Mariela
    Gonzalez, Mariangeles
    Maria Bruno, Ana
    [J]. TETRAHEDRON LETTERS, 2009, 50 (13) : 1507 - 1509
  • [5] New potent imidazoisoquinolinone derivatives as anti-Trypanosoma cruzi agents: Biological evaluation and structure-activity relationships
    Bollini, Mariela
    Jose Casal, Juan
    Alvarez, Diego E.
    Boiani, Lucia
    Gonzalez, Mercedes
    Cerecetto, Hugo
    Maria Bruno, Ana
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (04) : 1437 - 1444
  • [6] Tetrahydroindeno[1′,2′:4,5]pyrrolo[1,2-a]imidazol-5(1H)-ones as Novel Neonicotinoid Insecticides: Reaction Selectivity and Substituent Effects on the Activity Level
    Chen, Nanyang
    Meng, Xiaoqing
    Zhu, Fengjuan
    Cheng, Jiagao
    Shao, Xusheng
    Li, Zhong
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2015, 63 (05) : 1360 - 1369
  • [7] Highly Diastereoselective Convergent Synthesis of Polycyclic Pyrroles with Consecutive Quaternary Stereocenters: Cascade Construction of Multiple C-C and C-Hetero Bonds
    Chen, Xue-Bing
    Liu, Zhi-Cheng
    Lin, Xin-Rong
    Huang, Rong
    Yan, Sheng-Jiao
    Lin, Jun
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2014, 2 (10): : 2391 - 2398
  • [8] A Three-Component Catalyst-Free Approach to Regioselective Synthesis of Dual Highly Functionalized Fused Pyrrole Derivatives in Water-Ethanol Media: Thermodynamics versus Kinetics
    Chen, Xue-Bing
    Liu, Zhi-Cheng
    Yang, Li-Fen
    Yan, Sheng-Jiao
    Lin, Jun
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2014, 2 (05): : 1155 - 1163
  • [9] Three-Component Synthesis of Indanone-Fused Spirooxindole Derivatives
    Chen, Xue-Bing
    Liu, Xi-Ming
    Huang, Rong
    Yan, Sheng-Jiao
    Lin, Jun
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (21) : 4607 - 4613
  • [10] Solid-phase synthesis of isoquinolinones using Bischler-Napieralski cyclization
    Chern, MS
    Li, WR
    [J]. TETRAHEDRON LETTERS, 2004, 45 (45) : 8323 - 8326
123456