DIASTEREOSELECTIVE SYNTHESIS OF POLY-SUBSTITUTED SYN-IMIDAZOLIDINE-2-THIONES VIA MICROWAVE-ASSISTED THREE-COMPONENT [2+2+1] HETEROCYCLIZATIONS

被引:1
|
作者
Hu, Jie-Yu [1 ]
Gao, Yi-Yun [1 ]
Zhang, Wen-Wen [1 ]
Zhang, Ke-Ying [1 ]
Li, Wen-Lian [1 ]
Hao, Wen-Juan [1 ]
Jiang, Bo [1 ]
Li, Guigen [2 ,3 ]
机构
[1] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
[2] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
[3] Nanjing Univ, Inst Chem & BioMed Sci, Nanjing 210093, Jiangsu, Peoples R China
关键词
ANTITUMOR EVALUATION; ANTIALLERGIC AGENTS; DERIVATIVES; ANTIFUNGAL; ARYLGLYOXALS; ANTIOXIDANT; STRATEGY; DNA;
D O I
10.3987/COM-18-S(F)20
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and simple three-component reaction of arylglyoxals, isothiocyanates and arylamines has been developed, delivering poly-substituted syn-imidazolidine-2-thione derivatives with high diastereo- and regioselectivity (up to > 99:1). The microwave-assisted transformation is easy to perform simply by mixing readily available starting materials, thereby featuring mild reaction conditions, bond-forming efficiency and atom-economy.
引用
收藏
页码:267 / 278
页数:12
相关论文
共 50 条
  • [21] Microwave-assisted facile synthesis of 2-substituted 2-imidazolines
    Pathan, Mohsin Y.
    Paike, Vijaykumar V.
    Pachmase, Pandurang R.
    More, Sandeep P.
    Ardhapure, Suresh S.
    Pawar, Rajendra P.
    ARKIVOC, 2006, : 205 - 210
  • [22] Microwave-assisted solvent-free synthesis of imidazo[1,2-a]pyridines via a three-component reaction
    Zhang, Huiping
    Jiang, Lin
    TETRAHEDRON LETTERS, 2015, 56 (21) : 2777 - 2779
  • [23] Microwave-assisted, solvent-free, three-component synthesis of 2,4,6-triarylpyridines from benign components
    Zomordbakhsh, Shahab
    Anaraki-Ardakani, Hossein
    Zeeb, Mohsen
    Sadeghi, Mahdi
    Mazraeh-Seffid, Manouchehr
    JOURNAL OF CHEMICAL RESEARCH, 2012, (03) : 138 - 140
  • [24] Solvent-Free Microwave-Assisted Synthesis of New 2-Aryl-Tetrahydroquinolines Using Three-Component Povarov Reaction
    Astudillo, Luis S.
    Gutierrez C, Margarita
    Gaete, Hugo
    Kouznetsov, Vladimir V.
    Melendez, Carlos M.
    Antonio Palenzuela, J.
    Vallejos G, Gabriel
    LETTERS IN ORGANIC CHEMISTRY, 2009, 6 (03) : 208 - 212
  • [25] Microwave-Assisted, Solvent-Free, Three-Component Domino Protocol: Efficient Synthesis of Polysubstituted-2-Pyridone Derivatives
    Bai, Hairui
    Sun, Rongrong
    Chen, Xuebing
    Yang, Lijuan
    Huang, Chao
    CHEMISTRYSELECT, 2018, 3 (17): : 4635 - 4638
  • [26] Basic alumina catalysed synthesis of substituted 2-amino-2-chromenes via three-component reaction
    Maggi, R
    Ballini, R
    Sartori, G
    Sartorio, R
    TETRAHEDRON LETTERS, 2004, 45 (11) : 2297 - 2299
  • [27] Microwave-assisted diastereoselective two-step three-component synthesis for rapid access to drug-like libraries of substituted 3-amino-β-lactams
    Janssen, Guido V.
    van den Heuvel, Joyce A. C.
    Megens, Rik P.
    Benningshof, Jorg C. J.
    Ovaa, Huib
    BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (01) : 41 - 49
  • [28] An alkoxide-directed intermolecular [2+2+1] annulation:: A three-component coupling reaction for the synthesis of tetrasubstituted α,β,-unsaturated γ-lactams
    McLaughlin, Martin
    Takahashi, Masayuki
    Micalizio, Glenn C.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (21) : 3912 - 3914
  • [29] Three-Component [2+2+1] Gold(I)-Catalyzed Oxidative Generation of Fully Substituted 1,3-Oxazoles Involving Internal Alkynes
    Dubovtsev, Alexey Yu
    Dar'in, Dmitry, V
    Kukushkin, Vadim Yu
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (12) : 2926 - 2935
  • [30] Porous CeO2 nanorod-catalyzed synthesis of poly-substituted imino-pyrrolidine-thiones
    Yuanjiang Wang
    Wenhui Ge
    Yue Fang
    Xuanxuan Ren
    Shinian Cao
    Guixiang Liu
    Mingqi Li
    Jiangbiao Xu
    Yu Wan
    Xiguang Han
    Hui Wu
    Research on Chemical Intermediates, 2017, 43 : 631 - 640