Visible Light Assisted Hantzsch Reaction: Synthesis of Polycyclic Dihydropyridines

被引:4
|
作者
Nadaf, Ankusab Noorahmadsab [1 ]
Shivashankar, Kalegowda [1 ]
机构
[1] Bangalore Univ, PG Dept Chem, Cent Coll Campus, Bangalore 560001, Karnataka, India
关键词
CFL light; visible light; dihydropyridine; pyridine; coumarin; CFL; POT 3-COMPONENT SYNTHESIS; BENZYL HALIDES; MULTICOMPONENT REACTIONS; METAL-FREE; 1,4-DIHYDROPYRIDINES; DERIVATIVES; CHEMISTRY; HETEROCYCLES; GENERATION; CLEAVAGE;
D O I
10.2174/1570178615666181107095151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The polycyclic dihydropyridine nucleus represents the heterocyclic system of invaluable core motifs with wide applications in chemical, biological and physical properties. Although this kind of compounds have been extensively synthesized by other groups, the synthesis of these compounds under CFL light intensity were not explored. The synthesis of polycyclic dihydropyridine derivatives were achieved through the reaction of 4-hydroxycoumarin, aromatic aldehydes and ammonium acetate under CFL light eradiation conditions. A series of polycyclic dihydropyridine derivatives were prepared under CFL light irradiation conditions with high yield, short reaction time, ambient condition and without the use of catalyst. The results displayed an efficient method for the synthesis of polycyclic dihydropyridine derivatives. Clean profile, short reaction time, low cost and use of CFL light intensity instead of catalyst making it a genuinely green protocol.
引用
收藏
页码:676 / 682
页数:7
相关论文
共 50 条
  • [1] Visible Light Mediated, Catalyst Free, One-Pot Convenient Synthesis of Dihydropyridines
    Di, Jia-Qi
    Chen, Meng-Nan
    Zhao, Ai-Dong
    Zhang, Zhan-Hui
    LETTERS IN ORGANIC CHEMISTRY, 2022, 19 (04) : 276 - 282
  • [2] Hantzsch Ester-Mediated Synthesis of Phenanthridines under Visible-Light Irradiation
    Nagode, Savita B.
    Kant, Ruchir
    Rastogi, Namrata
    CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (21) : 3513 - 3518
  • [3] Microwave Hantzsch Synthesis of Quinolinyl-Dihydropyridines Supported by Cs-BNT Catalyst and DFT Investigations
    Mahalingam, Sureshkumar
    Kiarii, Ephraim Muriithi
    Thiruppathiraja, Thangaraj
    Murugesan, Arul
    Lakshmipathi, Senthilkumar
    Makhanya, Talent Raymond
    Gengan, Robert M.
    POLYCYCLIC AROMATIC COMPOUNDS, 2024, 44 (08) : 5460 - 5486
  • [4] Synthesis of Pyridines/Dihydropyridines via Hantzsch Reaction, Structure-activity Relationship and Interactions with Targets: A Review
    Faizan, Md
    Kumar, Rajnish
    Mazumder, Avijit
    Salahuddin, Pankaj Kumar
    Tyagi, Pankaj Kumar
    Kapoor, Bhupinder
    CURRENT ORGANIC CHEMISTRY, 2024,
  • [5] A clean procedure for the synthesis of 1,4-dihydropyridines via Hantzsch reaction in water
    Yang, Jinming
    Jiang, Chenning
    Yang, Jiaojiao
    Qian, Cunwei
    Fang, Dong
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2013, 6 (03) : 262 - 267
  • [6] Hantzsch Esters as Multifunctional Reagents in Visible-Light Photoredox Catalysis
    Huang, Wenhao
    Cheng, Xu
    SYNLETT, 2017, 28 (02) : 148 - 158
  • [7] Radical Carbonylative Synthesis of Heterocycles by Visible Light Photoredox Catalysis
    Hu, Xiao-Qiang
    Liu, Zi-Kui
    Xiao, Wen-Jing
    CATALYSTS, 2020, 10 (09) : 1 - 26
  • [8] A novel micro-flow system under microwave irradiation for continuous synthesis of 1,4-dihydropyridines in the absence of solvents via Hantzsch reaction
    He, Wei
    Fang, Zheng
    Zhang, Kai
    Tu, Tao
    Lv, Niuniu
    Qiu, Chuanhong
    Guo, Kai
    CHEMICAL ENGINEERING JOURNAL, 2018, 331 : 161 - 168
  • [9] Green Synthesis of 1,4-Dihydropyridines through Catalyst-Free Multicomponent Hantzsch Reaction in an Undergraduate Teaching Laboratory
    Zhang, Yan
    Ma, Xiuya
    Zhou, Xinyu
    Jiang, Kaiyue
    Gu, Liji
    Li, Xiang
    Zhu, Yipin
    Peng, Bo
    JOURNAL OF CHEMICAL EDUCATION, 2025, 102 (03) : 1215 - 1222
  • [10] The Use of Magnesium Nitride for the Synthesis of Enantiomerically Pure 1,4-Dihydropyridines via the Hantzsch Reaction
    Long, Sha
    Panunzio, Mauro
    Petroli, Alessandra
    Qin, Wenling
    Xia, Zhining
    SYNTHESIS-STUTTGART, 2011, (07): : 1071 - 1078