Cyclization of the Semicarbazones to 1,3,4-Oxadiazole Derivatives Using Ceric Ammonium Nitrate as Oxidant

被引：0
作者：
Vahedi, H. [1 ]
Lari, J. [1 ]
Bavand, A. [1 ]
Ameri, B. [1 ]
机构：
[1] Payame Noor Univ, Dept Chem, Tehran 193954697, Iran
来源：
ASIAN JOURNAL OF CHEMISTRY | 2012年 / 24卷 / 01期
关键词：
1,3,4-Oxadiazoles; Ceric ammonium nitrate; Semicarbazones; 2-Methoxy-2-phenyl-1,3,4-oxadiazole; ONE-POT SYNTHESIS; UNSYMMETRICAL 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES; AMBIENT-TEMPERATURE; EFFICIENT; CYCLOADDITION; CATALYST; ACID;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Cyclization of the semicarbazones to 1,3,4-oxadiazole using ceric ammonium nitrate as oxidant was studied. 2-Imino-1,3,4-oxadiazolines can be produced from semicarbazones, which undergo thermolysis to amides. Benzoic acid benzylidene hydrazide can also be cyclized to 2-methoxy-2-phenyl-1,3,4-oxadiazole in the presence of cede ammonium nitrate and methanol.
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页码：288 / 290
页数：3
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  • [1] A new synthesis of symmetrical 2,5-disubstituted 1,3,4-oxadiazoles
    Bentiss, F
    Lagrenée, M
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (04) : 1029 - 1032
  • [2] Synthesis, characterization, and study of the thermal properties of new poly(arylene ether 1,3,4-oxadiazole)s
    Bottino, FA
    Di Pasquale, G
    Iannelli, P
    [J]. MACROMOLECULES, 2001, 34 (01) : 33 - 37
  • [3] OXIDATIONS WITH LEAD TETRAACETATE .3. CYCLIZATION OF KETOSEMICARBAZONES TO 2-IMINO-DELTA3-1,3,4-OXADIAZOLINES
    CAMERON, AM
    WEST, PR
    WARKENTI.J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (11) : 3230 - &
  • [4] IMPROVED FISCHER INDOLE REACTION FOR THE PREPARATION OF N,N-DIMETHYLTRYPTAMINES - SYNTHESIS OF L-695,894, A POTENT 5-HT1D RECEPTOR AGONIST
    CHEN, CY
    SENANAYAKE, CH
    BILL, TJ
    LARSEN, RD
    VERHOEVEN, TR
    REIDER, PJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) : 3738 - 3741
  • [5] Synthesis and fungicidal activity against Rhizoctonia solani of 2-alkyl (alkylthio)-5-pyrazolyl-1,3,4-oxadiazoles (thiadiazoles)
    Chen, HS
    Li, ZM
    Han, YF
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2000, 48 (11) : 5312 - 5315
  • [6] Photoluminescent poly(p-phenylenevinylene)s with an aromatic oxadiazole moiety as the side chain:: Synthesis, electrochemistry, and spectroscopy study
    Chen, ZK
    Meng, H
    Lai, YH
    Huang, W
    [J]. MACROMOLECULES, 1999, 32 (13) : 4351 - 4358
  • [7] Alum (KAl(SO4)2 • 12H2O):: An efficient and inexpensive catalyst for the one-pot synthesis of 1,3,4-oxadiazoles under solvent-free conditions
    Dabiri, Minoo
    Salehi, Peyman
    Baghbanzadeh, Mostafa
    Bahramnejad, Mahboobeh
    [J]. MONATSHEFTE FUR CHEMIE, 2007, 138 (12): : 1253 - 1255
  • [8] Silica sulfuric acid: An efficient and versatile acidic catalyst for the rapid and ecofriendly synthesis of 1,3,4-oxadiazoles at ambient temperature
    Dabiri, Minoo
    Salehi, Peyman
    Baghbanzadeh, Mostafa
    Zolfigol, Mohammad Ali
    Bahramnejad, Mahboobeh
    [J]. SYNTHETIC COMMUNICATIONS, 2007, 37 (7-9) : 1201 - 1209
  • [9] A facile procedure for the one-pot synthesis of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles
    Dabiri, Minoo
    Salehi, Peyman
    Baghbanzadeh, Mostafa
    [J]. TETRAHEDRON LETTERS, 2006, 47 (39) : 6983 - 6986
  • [10] Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities
    Dogan, HN
    Duran, A
    Rollas, S
    Sener, G
    Uysal, MK
    Gülen, D
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (09) : 2893 - 2898
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