FeCl3 or MeSO3H-promoted multicomponent reactions for facile synthesis of structurally diverse furan analogues

被引:35
作者
Chang, Xiangqing
Zhang, Xiongfei
Chen, Zhiwei [1 ]
机构
[1] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Chao Wang Rd 18th, Hangzhou 310014, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
BIOLOGICAL-ACTIVITY; MEDICINAL CHEMISTRY; FUROCOUMARINS; DERIVATIVES; COUMARINS; POLYMERS; WATER;
D O I
10.1039/c8ob00942b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An intriguing conversion of arylglyoxal, cyclic dicarbonyl compounds and phenols to diverse furan analogues under FeCl3 or MeSO3H catalysis is reported. Utilizing this synthetic protocol, a variety of furan analogues could be easily obtained in moderate to good yields with different substituted patterns by varying the reaction medium. Atom-economical characteristics and mild conditions of this method are in accord with the concept of modern green chemistry.
引用
收藏
页码:4279 / 4287
页数:9
相关论文
共 33 条
  • [1] Synthesis, characterization and cytotoxic activity of ferrocenyl hydrazone complexes containing a furan moiety
    Abd-Elzaher, Mokhles M.
    Labib, Ammar A.
    Mousa, Hanan A.
    Moustafa, Samia A.
    Abdallah, Mohamed M.
    [J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2014, 40 (05) : 1923 - 1936
  • [2] Coumarin: a potential nucleus for anti-inflammatory molecules
    Bansal, Yogita
    Sethi, Purva
    Bansal, Gulshan
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (07) : 3049 - 3060
  • [3] Three-Component Povarov Reaction-Heteroannulation with Arynes: Synthesis of 5,6-Dihydroindolo[1,2-a]quinolines
    Bunescu, Ala
    Wang, Qian
    Zhu, Jieping
    [J]. ORGANIC LETTERS, 2014, 16 (06) : 1756 - 1759
  • [4] Chemodivergent, One-Pot, Multi-Component Synthesis of Pyrroles and Tetrahydropyridines under Solvent- and Catalyst-Free Conditions Using the Grinding Method
    Dhinakaran, Isaivani
    Padmini, Vediappen
    Bhuvanesh, Nattamai
    [J]. ACS COMBINATORIAL SCIENCE, 2016, 18 (05) : 236 - 242
  • [5] Arylglyoxals in Synthesis of Heterocyclic Compounds
    Eftekhari-Sis, Bagher
    Zirak, Maryam
    Akbari, Ali
    [J]. CHEMICAL REVIEWS, 2013, 113 (05) : 2958 - 3043
  • [6] Gambari R, 2007, TOP HETEROCYCL CHEM, V9, P265, DOI 10.1007/7081_2007_089
  • [7] Discovery of furan-2-carbohydrazides as orally active glucagon receptor antagonists
    Hasegawa, Futoshi
    Niidome, Kazumi
    Migihashi, Chiaki
    Murata, Makoto
    Negoro, Toshiyuki
    Matsumoto, Takafumi
    Kato, Kaori
    Fujii, Akihito
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (17) : 4266 - 4270
  • [8] Coumarin-Purine Ribofuranoside Conjugates as New Agents against Hepatitis C Virus
    Hwu, Jih Ru
    Lin, Shu-Yu
    Tsay, Shwu-Chen
    De Clercq, Erik
    Leyssen, Pieter
    Neyts, Johan
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (07) : 2114 - 2126
  • [9] One-Pot Transformation of Simple Furans into 4-Hydroxy-2-cyclopentenones in Water
    Kalaitzakis, Dimitris
    Triantafyllakis, Myron
    Alexopoulou, Ioanna
    Sofiadis, Manolis
    Vassilikogiannakis, Georgios
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (48) : 13201 - 13205
  • [10] Microwave-assisted synthesis of novel 2,3-disubstituted imidazo[1,2-a] pyridines via one-pot three component reactions
    Karamthulla, Shaik
    Khan, Md. Nasim
    Choudhury, Lokman H.
    [J]. RSC ADVANCES, 2015, 5 (25) : 19724 - 19733