A facile synthesis of novel benzofuran-2-yl(9-methyl-9H-carbazol-3-yl)methanones

被引:4
|
作者
Zhang, Hong [1 ]
Yan, Yan [1 ]
Li, Yang [1 ]
Gao, Wentao [1 ]
机构
[1] Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China
关键词
Benzofuran; Carbazole; Methanone; Rap-Stoermer reaction; PEG-400-promoted; Ultrasound-assisted; AGENTS; DERIVATIVES; BENZOFURANS; EFFICIENT; DESIGN;
D O I
10.1007/s11164-012-0513-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile synthesis of hitherto unreported benzofuran-2-yl(9-methyl-9H-carbazol-3-yl)methanones (3a-l) is described. The synthesis mainly relies on the ultrasound-assisted Rap-Stoermer reaction of 3-chloroacetyl-9-methyl-9H-carbazole (1) with a variety of salicylaldehydes, as well as 2-hydroxy-1-naphthaldehyde (2) in CH3CN, with the presence of PEG-400 as a catalyst. This procedure offers easy access to benzofuran-2-yl(carbazolyl)methanone derivatives in a short reaction time and the products are achieved in good yields.
引用
收藏
页码:1909 / 1919
页数:11
相关论文
共 50 条
  • [1] A facile synthesis of novel benzofuran-2-yl(9-methyl-9H-carbazol-3-yl)methanones
    Hong Zhang
    Yan Yan
    Yang Li
    Wentao Gao
    Research on Chemical Intermediates, 2012, 38 : 1909 - 1919
  • [2] Solvent-free microwave assisted synthesis of (E)-1-{3-[2-(9-Ethyl-9H-carbazol-3-yl)vinyl]benzofuran-2-yl}-2,2-dimethylpropan-1-ones and their antimicrobial activity
    Ashok, D.
    Sidda, Ravi
    Lakshmi, B. Vijaya
    Ganesh, Arram
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (11) : 2211 - 2217
  • [3] A Novel and Facile Synthesis of 2-(Benzofuran-2-yl)benzo[h]quinoline-3-carboxylic Acid Derivatives
    Gao Wentao
    Jiang Yun
    Li Yang
    Li Feng
    Yan Yan
    CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (04) : 822 - 826
  • [4] One-pot synthesis of novel 2-(benzofuran-2-yl)-4-phenylquinoline-3-carboxylates
    Gao, Wentao
    Fu, Xinbo
    Zhao, Yanan
    Wang, Dongfang
    JOURNAL OF CHEMICAL RESEARCH, 2017, (01) : 45 - 49
  • [5] 5-(3,6-Dibromo-9H-carbazol-9-yl)pentanenitrile
    Uludag, Nesimi
    Ates, Murat
    Tercan, Baris
    Hokelek, Tuncer
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O642 - U1932
  • [6] Synthesis and Biological Activity of Novel 1-((benzofuran-2-yl)methyl)-1H-triazole Derivatives
    Shi, Yi-Min
    Yang, Li-Juan
    Chen, Wen
    Sun, Cheng-Jun
    Xu, Xiao-Liang
    Zhou, Shu-Ya
    Zhang, Hong-Bin
    Yang, Xiao-Dong
    LETTERS IN DRUG DESIGN & DISCOVERY, 2014, 11 (08) : 975 - 984
  • [7] Diethyl [(4-{(9H-carbazol-9-yl)methyl}-1H-1,2,3-triazol-1-yl)(benzamido)methyl]phosphonate
    Fall, Serigne Abdou Khadir
    Achamlale, Said
    Aouine, Younas
    Nakkabi, Asmae
    Faraj, Hassane
    Alami, Anouar
    MOLBANK, 2020, 2020 (04) : 1 - 11
  • [8] SYNTHESIS OF ISATIN-3-[(BENZOFURAN-2-YL)-2′-THIAZOLYL]-HYDRAZONES
    Rani, Rekha
    Makrandi, J. K.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 19 (04) : 393 - 396
  • [9] Synthesis, biological evaluation, and molecular docking of N-{3-[3-(9-methyl-9H-carbazol-3-yl)-acryloyl]-phenyl}-benzamide/amide derivatives as xanthine oxidase and tyrosinase inhibitors
    Bandgar, Babasaheb P.
    Adsul, Laxman K.
    Chavan, Hemant V.
    Shringare, Sadanand N.
    Korbad, Balaji L.
    Jalde, Shivkumar S.
    Lonikar, Shrikant V.
    Nile, Shivraj H.
    Shirfule, Amol L.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (18) : 5649 - 5657
  • [10] Facile Synthesis of Some 3-(Benzimidazol-2-yl)- and 3,6-Di(Benzimidazol-2-yl)-9-ethyl-9H-carbazoles
    Kandemir, Hakan
    Sengul, Ibrahim F.
    SYNTHETIC COMMUNICATIONS, 2015, 45 (22) : 2583 - 2591