Ultrasound-assisted a domino three-component reaction to polycyclic selenopyrans synthesis

被引:1
|
作者
Sedighian, Hadi [1 ]
Imani, Kaveh [1 ]
Bazgir, Ayoob [1 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, Tehran, Iran
基金
美国国家科学基金会;
关键词
Ultrasound; domino reaction; selenopyrans; vinyl malononitriles; Multicomponent reaction; ONE-POT SYNTHESIS; VINYL MALONONITRILES; ANTIOXIDANT ACTIVITY; ACYL ISOSELENOCYANATES; EFFICIENT SYNTHESIS; IONIC LIQUID; DERIVATIVES; ORGANOSELENIUM; COMBINATION; EBSELEN;
D O I
10.1080/10426507.2021.1991344
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A novel and efficient three-component reaction of substituted benzoyl chlorides, potassium selenocyanate and vinyl malononitriles was developed for the synthesis of polycyclic selenopyrans via an ultrasound-assisted domino vinylogous nucleophilic reaction/intramolecular selenocyclization/imine-enamine tautomerization reaction. Introducing a simple one-step method and use of available starting materials and mild reaction conditions are the most important advantages of this strategy.
引用
收藏
页码:89 / 95
页数:7
相关论文
共 50 条
  • [1] Microwave-assisted three-component domino reaction: Synthesis of indolodiazepinotriazoles
    Arigela, Rajesh K.
    Sharma, Sudhir K.
    Kumar, Brijesh
    Kundu, Bijoy
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 401 - 405
  • [2] Ultrasound-Assisted Synthesis of Highly Functionalized Cyclopentadienes via an Isocyanide-Based Three-Component Reaction
    Emtiazi, Hamideh
    Amrollahi, Mohammad Ali
    [J]. HELVETICA CHIMICA ACTA, 2013, 96 (12) : 2196 - 2199
  • [3] Direct Synthesis of Functional Azaxanthones by Using a Domino Three-Component Reaction
    Yan, Jianwei
    Cheng, Ming
    Hu, Feng
    Hu, Youhong
    [J]. ORGANIC LETTERS, 2012, 14 (12) : 3206 - 3209
  • [4] An asymmetric domino three-component synthesis of β-lactams
    Palomo, C
    Aizpurua, JM
    Gracenea, JJ
    Garcia-Granda, S
    Pertierra, P
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998, 1998 (10) : 2201 - 2207
  • [5] Three-component domino reaction synthesis of highly functionalized bicyclic pyrrole derivatives
    Chen, Xue-Bing
    Wang, Xiao-Ying
    Zhu, Dan-Dan
    Yan, Sheng-Jiao
    Lin, Jun
    [J]. TETRAHEDRON, 2014, 70 (05) : 1047 - 1054
  • [6] Selective synthesis of polyfunctionalized hydroisoquinoline derivatives via a three-component domino reaction
    Zhang, Juan-Juan
    Hu, Jun-Die
    Cao, Cheng-Pao
    Dou, Guo-Lan
    Fu, Lei
    Huang, Zhi-Bin
    Shi, Da-Qing
    [J]. RSC ADVANCES, 2014, 4 (107) : 62457 - 62464
  • [7] Microwave-Assisted Synthesis of 3-Substituted Indole Derivatives via Three-Component Domino Reaction
    Lin, Wei
    Hu, Xiuxiu
    Wang, Yazhen
    Song, Shuai
    Zhang, Mengye
    Shi, Daqing
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (04) : 855 - 862
  • [8] Microwave-Assisted Regioselective Synthesis of 3-Functionalized Indole Derivatives via Three-Component Domino Reaction
    Lin, Wei
    Zheng, Yong-Xiang
    Xun, Zhan
    Huang, Zhi-Bin
    Shi, Da-Qing
    [J]. ACS COMBINATORIAL SCIENCE, 2017, 19 (11) : 708 - 713
  • [9] Catalytic Three-Component Domino Reaction for the Preparation of Trisubstituted Oxazoles
    v Wachenfeldt, Henrik
    Roese, Philipp
    Paulsen, Filip
    Loganathan, Nagarajan
    Strand, Daniel
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (24) : 7982 - 7988
  • [10] Highly selective synthesis of functionalized polyhydroisoquinoline derivatives via a three-component domino reaction
    Feng, Xian
    Wang, Jian-Jun
    Xun, Zhan
    Zhang, Juan-Juan
    Huang, Zhi-Bin
    Shi, Da-Qing
    [J]. CHEMICAL COMMUNICATIONS, 2015, 51 (08) : 1528 - 1531