Copper-Catalyzed Dimerization/Cyclization of Itaconates

被引:4
|
作者
Li, Zhiqiang [1 ]
Li, Ruirui [1 ]
Jiang, Lan [1 ]
Li, Zhengning [1 ]
机构
[1] Dalian Univ, Coll Environm & Chem Engn, Dalian 116622, Peoples R China
关键词
copper; catalysis; domino reaction; itaconate; dimerization; cyclopentanone; ASYMMETRIC CONJUGATE ADDITION; DIALKYLZINC REAGENTS; ACID DERIVATIVES; 1,4-ADDITION; KETONES; OLIGOMERIZATION; REDUCTION; ALDEHYDES; LACTONE; ENONES;
D O I
10.3390/molecules200815023
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A copper-catalyzed domino reaction between itaconate esters and diethyl zinc (or silane) is developed, affording itaconate dimerization products, multi-ester-substituted cyclopentanones, in moderate to high yields.
引用
收藏
页码:15023 / 15032
页数:10
相关论文
共 50 条
  • [31] A copper-catalyzed domino radical cyclization route to benzospiro-indolizidinepyrrolidinones
    Stevens, Christian V.
    Van Meenen, Ellen
    Masschelein, Kurt G. R.
    Eeckhout, Yves
    Hooghe, Wim
    D'hondt, Bart
    Nemykin, Victor N.
    Zhdankin, Viktor V.
    TETRAHEDRON LETTERS, 2007, 48 (40) : 7108 - 7111
  • [32] SYNTHESIS OF TRICYCLIC KETONES BY COPPER-CATALYZED CYCLIZATION OF MONOCYCLIC OLEFINIC DIAZOKETONES
    DOERING, WVE
    FOSSEL, ET
    KAYE, RL
    TETRAHEDRON, 1965, 21 (01) : 25 - &
  • [33] Enantioselective copper-catalyzed dearomative borylative cyclization of indoles and mechanistic insights
    Li, Yanfei
    Li, Xuetao
    Zhang, Zheng
    Zhang, Yiliang
    Yuan, Xiuping
    Yin, Jianjun
    Wang, Simin
    Guan, Wei
    Zhang, Qian
    Xiong, Tao
    SCIENCE CHINA-CHEMISTRY, 2025, 68 (02) : 670 - 678
  • [34] Copper-catalyzed domino cyclization of propargylic alcohol with tosyl isocyanate to oxazolidinones
    Chen, Xiu-Shuai
    Hou, Chuan-Jin
    Liu, Yan-Jun
    Yang, Rui-Feng
    Hu, Xiang-Ping
    SYNTHETIC COMMUNICATIONS, 2017, 47 (02) : 173 - 177
  • [35] Copper-catalyzed cascade radical cyclization of alkynoates: construction of aryldifluoromethylated coumarins
    Zeng, Piaopiao
    Huang, Xiaoxiao
    Tang, Wei
    Chen, Zhiwei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (46) : 10223 - 10227
  • [36] Synthesis of β- and γ-carbolines by the palladium/copper-catalyzed coupling and cyclization of terminal acetylenes
    Zhang, HM
    Larock, RC
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (20): : 7048 - 7056
  • [37] Copper-Catalyzed Dearomative Cyclization of Indolyl Ynamides for Synthesis of Pentacyclic Spiroindolines
    Xu, Miao
    Jiang, Jia-Tian
    Dong, Hao-Xuan
    Wang, Guang-Hui
    Zhou, Bo
    Ye, Long-Wu
    ADVANCED SYNTHESIS & CATALYSIS, 2025, 367 (02)
  • [38] Copper-catalyzed cyclization reaction for the synthesis of bicyclic α-carbonyl furan derivatives
    Hamal, Khagendra
    Chalifoux, Wesley
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [39] Copper-Catalyzed Decarboxylative Cascade Cyclization for the Synthesis of 2-Arylquinolines
    Chatterjee, Rana
    Pothireddy, Mohanreddy
    Dandela, Rambabu
    SYNLETT, 2023, 34 (09) : 1058 - 1062
  • [40] Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization
    Deng, Xu
    Liang, Kangjiang
    Tong, Xiaogang
    Ding, Ming
    Li, Dashan
    Xia, Chengfeng
    TETRAHEDRON, 2015, 71 (22) : 3699 - 3704