Recent Advances in Functionalization of Double Bond Based on Maleimides

被引:10
|
作者
Yang, Zhenhua [1 ]
Zhu, Jianan [1 ]
Wen, Caiyue [1 ]
Ge, Yingxiang [1 ]
Zhao, Shengyin [1 ]
机构
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Minist Educ, Key Lab Sci & Technol Exotext, Shanghai 201620, Peoples R China
关键词
maleimide; Michael addition; oxidative coupling; cycloaddition reaction; ENANTIOSELECTIVE CONJUGATE ADDITION; CATALYZED ASYMMETRIC 1,4-ADDITION; DIELS-ALDER REACTION; PHOSPHA-MICHAEL ADDITION; ARYL BORONIC ACIDS; C-H ACTIVATION; ARYLBORONIC ACIDS; EFFICIENT SYNTHESIS; ALKYLATION; NUCLEOPHILES;
D O I
10.6023/cjoc201902012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Maleimide, a common motif in a variety of natural alkaloids, has been extensively investigated due to its noteworthy biological activities and optical properties. Additionally, it can be transformed into many important heterocyclic frameworks such as succinimides, pyrrolidines, and 2-pyrrolidones. Thus, a great deal of attention has been focused on the development of new synthetic routes to access polyfunctionalized maleimides. In this article, the recent research progress in functionalization of double bond is reviewed based on maleimides according to Michael addition, oxidative coupling and cycloaddition reaction.
引用
收藏
页码:2412 / 2427
页数:16
相关论文
共 100 条
  • [1] Alam J., 2008, WO, Patent No. 2015094118
  • [2] Alam J., 2015, CHEM ABSTR, V163
  • [3] Cu/Ag-Cocatalyzed Aerobic Oxidative Amination and CuCl2-Mediated Aerobic Oxidative Chloroamination of Maleimides
    An, Yu-Long
    Zhang, He-Hui
    Yang, Zhen-Hua
    Lin, Long
    Zhao, Sheng-Yin
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (32) : 5405 - 5414
  • [4] Regioselective Hetero-Michael Addition of Oxygen, Sulfur, and Nitrogen Nucleophiles to Maleimides Catalyzed by BF3•OEt2
    An, Yu-Long
    Deng, Yun-Xia
    Zhang, Wei
    Zhao, Sheng-Yin
    [J]. SYNTHESIS-STUTTGART, 2015, 47 (11): : 1581 - 1592
  • [5] Highly Efficient Aluminum Trichloride Catalyzed Michael Addition of Indoles and Pyrroles to Maleimides
    An, Yu-Long
    Shao, Zhi-Yu
    Cheng, Jian
    Zhao, Sheng-Yin
    [J]. SYNTHESIS-STUTTGART, 2013, 45 (19): : 2719 - 2726
  • [6] [Anonymous], 2007, CHEM HETEROCYC COMPO, DOI DOI 10.1007/S10593-007-0113-Y
  • [7] Development of Methods for the Synthesis of Libraries of Substituted Maleimides and α,β-Unsaturated-γ-butyrolactams
    Awuah, Emelia
    Capretta, Alfredo
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (09): : 3122 - 3130
  • [8] Enantioselective Diels-Alder reaction of anthrone and maleimide catalyzed by a simple chiral tertiary amine
    Bai, Jian-Fei
    Guo, Yun-Long
    Peng, Lin
    Jia, Li-Na
    Xu, Xiao-Ying
    Wang, Li-Xin
    [J]. TETRAHEDRON, 2013, 69 (03) : 1229 - 1233
  • [9] Asymmetric Michael Addition of α-Substituted Isocyanoacetates with Maleimides Catalyzed by Chiral Tertiary Amine Thiourea
    Bai, Jian-Fei
    Wang, Liang-Liang
    Peng, Lin
    Guo, Yun-Long
    Jia, Li-Na
    Tian, Fang
    He, Guang-Yun
    Xu, Xiao-Ying
    Wang, Li-Xin
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (06): : 2947 - 2953
  • [10] Microwave-assisted phospha-michael addition of dialkyl phosphites, a phenyl-H-phosphinate, and diphenylphosphine oxide to maleic derivatives
    Balint, Erika
    Takacs, Judit
    Drahos, Laszlo
    Keglevich, Gyoergy
    [J]. HETEROATOM CHEMISTRY, 2012, 23 (03) : 235 - 240