Tris(hydrogensulfato)boron catalysed rapid synthesis of 2-substituted-2,3-dihydroquinazolin-4(1H)-ones under solvent-free conditions

被引:10
作者
Karimi-Jaberi, Zahed [1 ]
Zarei, Leila [1 ]
机构
[1] Islamic Azad Univ, Firoozabad Branch, Dept Chem, Fars, Iran
关键词
dihydroquinazolinones; isatoic anhydride; tris(hydrogensulfato)boron; solvent-free conditions; SOLID HETEROGENEOUS CATALYST; ONE-POT; 3-COMPONENT SYNTHESIS; TRICHLOROACETIC-ACID; EFFICIENT; DERIVATIVES; WATER;
D O I
10.3184/174751912X13310556980246
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aldehydes or ketones react readily in one-pot with isatoic anhydride and ammonium salts in the presence of tris-(hydrogensulfato)boron to produce the corresponding 2,3-dihydroquinazolin-4(1H)-ones in high yields under solvent-free conditions. The use of tris(hydrogensulfato)boron makes this process quite simple, more convenient and environmentally friendly. 2,3-Dihydroquinazolin-4(1H)-one derivatives have interesting biological and pharmacological activities.
引用
收藏
页码:194 / 196
页数:3
相关论文
共 26 条
  • [1] PALLADIUM COMPLEX-CATALYZED INTERMOLECULAR REDUCTIVE N-HETEROCYCLIZATION - NOVEL SYNTHESIS OF QUINAZOLINE DERIVATIVES FROM 2-NITROBENZALDEHYDE OR 2-NITROPHENYL KETONES WITH FORMAMIDE
    AKAZOME, M
    YAMAMOTO, J
    KONDO, T
    WATANABE, Y
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 494 (1-2) : 229 - 233
  • [2] Radical reactions with 3H-quinazolin-4-ones:: synthesis of deoxyvasicinone, mackinazolinone, luotonin A, rutaecarpine and tryptanthrin
    Bowman, W. Russell
    Elsegood, Mark R. J.
    Stein, Tobias
    Weaver, George W.
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (01) : 103 - 113
  • [3] Gallium(III) triflate-catalyzed one-pot selective synthesis of 2 3-dihydroquinazolin-4(1H)-ones and quinazolin-4(3H)-ones
    Chen, Jiuxi
    Wu, Dengze
    He, Fei
    Liu, Miaochang
    Wu, Huayue
    Ding, Jinchang
    Su, Weike
    [J]. TETRAHEDRON LETTERS, 2008, 49 (23) : 3814 - 3818
  • [4] Eco-friendly synthesis of 2,3-dihydroquinazolin-4(1H)-ones in ionic liquids or ionic liquid-water without additional catalyst
    Chen, Jiuxi
    Su, Weike
    Wu, Huayue
    Liu, Miaochang
    Jin, Can
    [J]. GREEN CHEMISTRY, 2007, 9 (09) : 972 - 975
  • [5] [bmim]HSO4: an efficient and reusable catalyst for one-pot three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones
    Darvatkar, Nitin B.
    Bhilare, Sachin V.
    Deorukhkar, Amol R.
    Raut, Dilip G.
    Salunkhe, Manikrao M.
    [J]. GREEN CHEMISTRY LETTERS AND REVIEWS, 2010, 3 (04) : 301 - 306
  • [6] Highly efficient solvent-free synthesis of quinazolin-4(3H)-ones and 2,3-dihydroquinazolin-4(1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst
    Davoodnia, A.
    Allameh, S.
    Fakhari, A. R.
    Tavakoli-Hoseini, N.
    [J]. CHINESE CHEMICAL LETTERS, 2010, 21 (05) : 550 - 553
  • [7] Trichloroacetic acid as a solid heterogeneous catalyst for the rapid synthesis of dihydropyrano[2,3-c]pyrazoles under solvent-free conditions
    Karimi-Jaberi, Zahed
    ReyazoShams, Mohammad Mehdi
    [J]. HETEROCYCLIC COMMUNICATIONS, 2011, 17 (5-6) : 177 - 179
  • [8] Karimi-Jaberi Z, 2011, E-J CHEM, V8, P1895
  • [9] Acetic acid-promoted, efficient, one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones
    Karimi-Jaberi, Zahed
    Arjmandi, Reza
    [J]. MONATSHEFTE FUR CHEMIE, 2011, 142 (06): : 631 - 635
  • [10] Sodium Dihydrogen Phosphate as an Efficient Catalyst for One-Pot, Three-Component Synthesis of -Aminophosphonates Under Solvent-Free Conditions at Room Temperature
    Karimi-Jaberi, Zahed
    Amiri, Mohammad
    Sadeghi, Naghmeh
    [J]. SYNTHETIC COMMUNICATIONS, 2010, 40 (19) : 2948 - 2953