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[1]李阳,黄翔,陈达,等.5-芳基-3-羟基异噁唑的合成[J].武汉工程大学学报,2011,(05):18-21.[doi:10.3969/j.issn.16742869.2011.05.006]
 LI Yang,HUANG Xiang,CHEN Da,et al.Synthesis of 5arylsubstituted3hydroxyisoxazoles [J].Journal of Wuhan Institute of Technology,2011,(05):18-21.[doi:10.3969/j.issn.16742869.2011.05.006]
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5-芳基-3-羟基异噁唑的合成(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
期数:
2011年05期
页码:
18-21
栏目:
化学与化学工程
出版日期:
2011-05-31

文章信息/Info

Title:
Synthesis of 5arylsubstituted3hydroxyisoxazoles
文章编号:
16742869(2011)05001804
作者:
李阳黄翔陈达龚占强巨修练
武汉工程大学化工与制药学院,绿色化工过程省部共建教育部重点实验室,湖北 武汉 430074
Author(s):
LI YangHUANG XiangCHEN DaGONG ZhanqiangJU Xiulian
Key Laboratory for Green Chemical Process of Ministry of Education,School of Chemical Engineering and Pharmacy,
Wuhan Institute of Technology ,Wuhan 430074,China
关键词:
异噁唑合成杂环化合物
Keywords:
isoxazole synthesis heterocyclic compounds
分类号:
O626.13
DOI:
10.3969/j.issn.16742869.2011.05.006
文献标志码:
A
摘要:
以不同取代的苯甲醛为起始原料,经wittig反应,溴加成,关环得到5芳基3异噁唑醇.报道了对5个5-芳基-3-羟基噁唑化合物的新合成路线,这些目标化合物结构均经1H NMR和MS表征.并对化合物的wittig反应机理和关环反应机理进行了讨论.
Abstract:
Five 5–arylsubstituted3hydroxyisoxazoles were synthesized from aromatic aldehydes by means of wittig reaction, bromide reaction,and cyclization. All of the target compounds have been confirmed by 1H NMR, MS spectrums and elementary analysis. In addition, the possible mechanism of wittig reaction and the cyclization route was discussed.

参考文献/References:

[1]洪艳平,宋宝安,刘楠,等.异噁唑类农药生物活性研究进展[J].安徽农业科学,2006,34(2):281283.
[2]Mathews A, Sasikala K A, George S C, et al. The Reaction of 2Aroyl3,3bis(alkylsulfanyl)acrylaldehydes And Hydroxylamine Hydrochloride: Facile Synthesis of Differently Substituted Isoxazoles[J]. Heterocyclic Chem, 2008,45(6): 15831588.
[3]Zlotin S G, Kislitsin P G, Lukyanov O A. Palladiumcatalyzed reaction of bromineand iodinecontaining isothiazoles with olefins[J]. Russ Chem Bull, 1998, 47(3): 517519.
[4]Lee Y S, Hyean K B. Heterocylic Nucleoside Analogues: Design and Synthesis of Antiviral, Modified Nucleosides Containing Isoxazole Heterocycles[J]. Bioorg Med Chem Lett, 2002, 12:13951397.
[5]Jiang H, Luo X, Bai D. Progress in clinical, pharamacological, chemical and structural biological studies of huperzine A: a drug of traditional chinese medicine origin for the treatment of Alzheimers disease[J]. Current Med Chem, 2003, 10(21):22312252.
[6]Hiroyuki K, Tsuneo I, Nobuo M,et al.Synthesis and Fungicidal Activities of 3(αAlkoxyiminobenzyl) isoxazole Derivatives[J]. Pestic Sci, 1999, 24:130.
[7]Henry W T, Hatzios K K.Comparative effects of three isoxazoleherbicidal derivatives on the metabolism of enzymatically isolatedurea herbicidal derivatives on the metabolism of enzymatically isolated soybean leaf cels[J]. Weed Research, 1987,27(1):2330.
[8]齐传民,王蕴峰,张关心,等.新型异噁唑类化合物的合成及其生物活性的研究[J]北京师范大学学报:自然科学版,2001,37(6):787789.
[9]Srensen U S, Falch E, KrogsgaardLarsen P. A Novel Route to 5Substituted 3Isoxazolols. Cyclization of N,ODiBoc Keto Hydroxamic Acids Synthesized via Acyl Meldrum’s Acids[J]. Org Chem, 2000, 65(4): 10031007.
[10]刘长令,袁惠英.异噁唑类除草剂的创制经纬[J]. Pesticides,2002,41(7):42.
[11]ElBatta A, Jiang C C, Zhao Wen W, et al. Wittig Reactions in Water Media Employing Stabilized Ylides with Aldehydes. Synthesis of r,Unsaturated Esters from Mixing Aldehydes, rBromoesters, and Ph3P in Aqueous NaHCO3[J]. J Org Chem, 2007, 72(14):52445259.
[12]Alzeer J, Nock N, Wassner G, et al. MOMprotected 3Hydroxy5phenylisoxazole:Regioselective Preparation and Synthetic Application[J]. Tetrahedron Letters,1996,37(38):68576860.
[13]Slok F A, Ebert B, Lang Y, et al. Excitatory aminoacid receptor agonists.Synthesis and pharmacology of analogues of 2amino3(3hydroxy5methylisoxazol4yl)propionic acid[J].Eur J Med Chem,1997,32(4):329338.
[14] Frolund B, Kristiansen U, Brehm L, et al. Partial GABAA Receptor Agonists. Synthesis and in Vitro Pharmacology of a Series of Nonannulated Analogs of 4,5,6,7Tetrahydroisoxazolo[5,4c]pyridin30l[J]. J Med Chem, 1995,38(17): 32873296.

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备注/Memo

备注/Memo:
收稿日期:20110327作者简介:李阳(1985),女,江西鹰潭人,硕士研究生.研究方向:杂环化合物合成.指导老师:巨修炼,教授,博士,博士研究生导师.研究方向:计算机药物辅助设计、新农药研发、生物活性测试.*
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