An Efficient Synthesis of Spiropyrroloquinolines by the Domino Reaction of -Dicarbonyl Compounds and Anilinosuccinimides

被引：5
作者：
Xiao, Man [1 ]
Sun, Qiu [1 ]
Sun, Jing [1 ]
Yan, Chao-Guo [1 ]
机构：
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 46期
基金：
中国国家自然科学基金;
关键词：
Domino reactions; Spiro compounds; Cyclization; Microwave irradiation; Chemoselectivity; 3-COMPONENT REACTION; SPIRO COMPOUNDS; DERIVATIVES; INHIBITORS; OXINDOLES; SPIROOXINDOLES; DESIGN; ISATIN; 1,4-DIHYDROPYRIDINES; MOLECULES;
D O I：
10.1002/ejoc.201701356
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A domino annulation reaction of various -dicarbonyl compounds with anilinosuccinimides takes place with BrOnsted-acid catalysis under microwave irradiation to give functionalized spiropyrroloquinolines. The reaction involves activation of the ortho hydrogen of the different aniline derivatives.
引用
收藏
页码：6861 / 6866
页数：6
相关论文
共 40 条
  • [21] A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of novel spiro-pyrrolothiazolyloxindoles and their antitubercular evaluation
    Prasanna, Pitchaimani
    Balamurugan, Kamaraj
    Perumal, Subbu
    Yogeeswari, Perumal
    Sriram, Dharmarajan
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) : 5653 - 5661
  • [22] Bisindole Alkaloids with Neural Anti-inflammatory Activity from Gelsemium elegans
    Qu, Jing
    Fang, Lei
    Ren, Xiao-Dong
    Liu, Yunbao
    Yu, Shi-Shan
    Li, Li
    Bao, Xiu-Qi
    Zhang, Dan
    Li, Yong
    Ma, Shuang-Gang
    [J]. JOURNAL OF NATURAL PRODUCTS, 2013, 76 (12): : 2203 - 2209
  • [23] An efficient synthesis of pyrazolo[3,4-b]pyridine-4-spiroindolinones by a three-component reaction of 5-aminopyrazoles, isatin, and cyclic β-diketones
    Quiroga, Jairo
    Portillo, Sandra
    Perez, Alfredo
    Galvez, Jaime
    Abonia, Rodrigo
    Insuasty, Braulio
    [J]. TETRAHEDRON LETTERS, 2011, 52 (21) : 2664 - 2666
  • [24] Tetramethylguanidinium triflate: An efficient catalyst solvent for the convergent synthesis of fused spiro[1,4-dihydropyridine-oxindole] compounds
    Rad-Moghadam, Kurosh
    Youseftabar-Miri, Leila
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2012, 135 : 213 - 219
  • [25] Synthesis of Novel Spiro[dihydropyridine-oxindole] Compounds in Water
    Rad-Moghadam, Kurosh
    Youseftabar-Miri, Leila
    [J]. SYNLETT, 2010, (13) : 1969 - 1973
  • [26] Synthesis and 3D-QSAR study of 1,4-dihydropyridine derivatives as MDR cancer reverters
    Radadiya, Ashish
    Khedkar, Vijay
    Bavishi, Abhay
    Vala, Hardevsinh
    Thakrar, Shailesh
    Bhavsar, Dhairya
    Shah, Anamik
    Coutinho, Evans
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 74 : 375 - 387
  • [27] Synthesis of spiro[benzo[h]quinoline-7,3′- indolines] via a three-component condensation reaction
    Rahmati, Abbas
    Eskandari-Vashareh, Miranda
    [J]. JOURNAL OF CHEMICAL SCIENCES, 2014, 126 (01) : 169 - 176
  • [28] Reddy GM, 2007, CURR ORG CHEM, V11, P847
  • [29] EGFR/HER-2 inhibitors: synthesis, biological evaluation and 3D-QSAR analysis of dihydropyridine-containing thiazolinone derivatives
    Ren, Yu-Jia
    Wang, Zhong-Chang
    Zhang, Xin
    Qiu, Han-Yue
    Wang, Peng-Fei
    Gong, Hai-Bin
    Jiang, Ai-Qin
    Zhu, Hai-Liang
    [J]. RSC ADVANCES, 2015, 5 (28): : 21445 - 21454
  • [30] Recent advances in the synthesis of biologically active spirooxindoles
    Santos, Maria M. M.
    [J]. TETRAHEDRON, 2014, 70 (52) : 9735 - 9757
1234