Synthesis and Characterization of 4-Aryl-4H-chromenes from H-Cardanol

被引:0
|
作者
Rao, Hulluru Surya Prakash [1 ]
Kamalraj, Mani [1 ]
机构
[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
关键词
H-Cardanol; Nitroketene; Electrophilic substitution; 4-Aryl-4H-chromenes; NUT SHELL LIQUID; THROUGHPUT SCREENING ASSAY; APOPTOSIS INDUCERS; HTS ASSAY; DISCOVERY; SERIES; AGENTS; DERIVATIVES; POLYMERS; OIL;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
We have synthesized and characterized a variety of fat-soluble, low-melting and medicinally useful 4-aryl-4H-chromenes from H-cardanol (side-chain perhydrogenated cardanol, 3-pentadecylphenol), a renewable and low-cost product from locally grown cashew nut trees (Anacardium occidentale L.). We incorporated H-cardanol into the aromatic rings of either 4H-chromene or phenol, or both. Substitution of C4SMe in N-methyl-4-(methylthio)-3-nitro-4Hchromene-2-amines with H-cardanol was regio-specific at the C6 position.
引用
收藏
页码:1333 / 1340
页数:8
相关论文
共 50 条
  • [41] Mg(ClO4)(2) as a Recyclable Catalyst for Synthesis of 4H-chromenes
    Zeydi, Masoud Mohammadi
    Ahmadi, Somayeh
    ORIENTAL JOURNAL OF CHEMISTRY, 2016, 32 (04) : 2215 - 2220
  • [42] Biphenyl derivatives as by-products from the synthesis of 4-aryl-4H-pyrans
    Görlitzer, K
    Trittmacher, J
    Jones, PG
    PHARMAZIE, 2005, 60 (07): : 494 - 497
  • [43] Discovery of 4-aryl-4H-chromenes as a new series of apoptosis inducers using a cell- and caspase-based high-throughput screening assay.: 1.: Structure-activity relationships of the 4-aryl group
    Kemnitzer, W
    Drewe, J
    Jiang, SC
    Zhang, H
    Wang, Y
    Zhao, JH
    Jia, SJ
    Herich, J
    Labreque, D
    Storer, R
    Meerovitch, K
    Bouffard, D
    Rej, R
    Denis, R
    Blais, C
    Lamothe, S
    Attardo, G
    Gourdeau, H
    Tseng, B
    Kasibhatla, S
    Cai, SX
    JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (25) : 6299 - 6310
  • [44] Synthesis of bioactive 4-oxo-4H-chromenes bearing heterocyclic systems from hydrazonecarbodithioic acid and thiocarbohydrazone
    Ali, T. E.
    Abdel-Aziz, S. A.
    El-Shaaer, H. M.
    Hanafy, F. I.
    El-Fauomy, A. Z.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (09) : 2139 - 2160
  • [45] Synthesis and characterization of functionalized nano NaY zeolite with metformin and use for the synthesis of 2-amino-4H-chromenes
    Niloofar Haghdadi
    Sakineh Asghari
    Ghasem Firouzzadeh Pasha
    Research on Chemical Intermediates, 2024, 50 : 1961 - 1992
  • [46] Fe3O4@garlic peel-OSO3H: Preparation, Characterization and Application as an Effective and Novel Nanocatalyst for One-Pot Synthesis of 2-Amino-3-phenylsulfonyl-4-aryl-4H-benzo[h]chromenes
    Shafe-Mehrabadi, Sayed Rasul
    Sadeghi, Bahareh
    Mosslemin, Mohammad Hossein
    Hashemian, Saeedeh
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2023, 55 (05) : 385 - 392
  • [47] An efficient regioselective reaction of indole with 2H-chromenes for the synthesis of new 4H-chromenes in environmentally benign media
    Rao, L. Chandrasekhara
    Kumar, N. Satish
    Babu, N. Jagadeesh
    Meshram, H. M.
    TETRAHEDRON LETTERS, 2014, 55 (38) : 5342 - 5346
  • [48] Synthesis and characterization of functionalized nano NaY zeolite with metformin and use for the synthesis of 2-amino-4H-chromenes
    Haghdadi, Niloofar
    Asghari, Sakineh
    Pasha, Ghasem Firouzzadeh
    RESEARCH ON CHEMICAL INTERMEDIATES, 2024, 50 (05) : 1961 - 1992
  • [49] Convenient synthesis of phosphonate derivatives of 4-chloro-2H-chromenes
    Modranka, R
    Ochocki, I
    POLISH JOURNAL OF CHEMISTRY, 2004, 78 (07) : 943 - 950
  • [50] Hypervalent iodine promoted transformation of 4H-chromenes into dihydrofurans and 2H-chromenes
    Kale, Ashok
    Medishetti, Nagaraju
    Nanubolu, Jagadeesh Babu
    Atmakur, Krishnaiah
    SYNTHETIC COMMUNICATIONS, 2020, 50 (21) : 3264 - 3275