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FeCl_3·6H_2O催化合成2,3-二取代-1,3-苯并噁嗪及其杀菌活性 被引量：3

FeCl_3·6H_2O-Catalyzed synthesis of 2,3-disubstituted-1,3-benzoxazines and their fungicidal activity
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摘要 以2-(胺甲基)苯酚和取代苯甲醛为原料,首次以FeCl3·6H2 O为催化剂合成了一系列2,3-二取代-1,3-苯并噁嗪,所合成化合物的结构用IR、1 H NMR、13 C NMR进行了分析与鉴定.采用离体法初步测试了目标化合物的杀菌活性,大部分化合物具有良好的杀菌活性,化合物3c对灰霉病菌的抑制率为86.8%,3f对纹枯病菌的抑制率为87.7%. A series of 2,3-disubstituted-1,3-benzoxazines were synthesized by reactions of 2-arylaminomethyl phenols with substituted aromatic aldehydes using FeCl3 · 6H2O as catalyst for the first time.The structures of the compounds were characterized by FT-IR,1H NMR and 13C NMR.Fungicidal activity of the prepared compounds were also preliminarily evaluated.Most of them exhibited moderate to good activity as shown by 86.8％ activity against B.Cinerea of compound 3c,87.7％ activity against R.Solani of 3f.
作者 唐子龙 夏赞稳 陆良秋
机构地区 湖南科技大学理论化学与分子模拟省部共建教育部重点实验室 湖南科技大学化学化工学院 华中师范大学化学学院
出处 《华中师范大学学报（自然科学版）》 CAS 北大核心 2014年第3期360-365,369,共7页 Journal of Central China Normal University：Natural Sciences
基金 国家自然科学基金项目(21372070) 湖南省高校创新平台开放基金项目(13K089) 理论化学与分子模拟省部共建教育部重点实验室开放基金项目(LKF1102)
关键词 2 3-二取代-1 3-苯并噁嗪 催化 合成 杀菌活性 2,3-disubstituted-1,3-benzoxazine catalysis synthesis fungicidal activity
分类号 O626 [理学—有机化学]
  • 相关文献

参考文献21

  • 1Urbanski T,Radzikowski C Z,Ledochowski Z. Biological activity of benzoxazine-1,3 derivatives,particularly against experimental Sarcoma[J].NATURE,1956.1351-1352.
  • 2Wang S,Li Y,You Q. Novel hexacyclic camptothecin derivatives.Part 1:Synthesis and cytotoxicity of camptothecins with an a-ring fused 1,3-oxazine ring[J].Bioorganic and Medicinal Chemistry Letters,2008.4095-4097.
  • 3Tahri A,Hu L,Surleraux D L N. (1,10B-dihydro-2-(aminoalkyl-phenyl)-5 H-pyrazolo[P].USA 20090048242A1,2009.
  • 4Shakil N A,Pandey A,Singh M K. Synthesis and bioefficacy evaluation of new 3-substituted-3,4-dihydro-1,3-benzoxazines[J].J Environ Sci Health Part B:Pestic,2010.108-115.
  • 5Hussain S,Jadhav S,Rai M. Synthesis and characterization of new series substituted[J].RasayanJChem,2012,(02):148-151.
  • 6Ihmaid S K,Al-Rawi J M A,Bradley C J. Synthesis,DNA-PK inhibition,anti-platelet activity studies of 2-(N-substituted-3-aminopyridine)-substituted-1,3-benzoxazines and DNA-PK and PI3K inhibition,homology modelling studies of 2-morpholino-(7,8-di and 8-substituted)-1,3-benzoxazines[J].Euro J Med Chem,2012.85-101.
  • 7Garg V,Kumar A,Chaudhary A. Synthesis,biological evaluation and molecular docking studies of 1,3-benzoxazine derivatives as potential anticancer agents[J].Medicinal Chemistry Research,2013.5256-5266.
  • 8Wang Y,Ishida H. Cationic ring-opening polymerization of benzoxazines[J].POLYMER,1999,(16):4563-4570.
  • 9Ishida H,Sharon O. Synthesis and characterization of maleimide and norbornene functionalized benzoxazines[J].POLYMER,2005,(15):5588-5595.
  • 10Tomasulo M,Sortino S,White A J P. Fast and stable photochromic oxazines[J].Journal of Organic Chemistry,2005,(20):8180-8189.

二级参考文献48

  • 1Mireya, E. R.; Carrajal, M. A.; Rincon, J. M. Rev. Colomb. Cienc Quim.-Farm. 1980, 3, 63.
  • 2Gomez, P. G.; Pabon, H. P.; Carvajal, M. A.; Rincon, J. M. Rev Colomb. Cienc. Quim:Farm. 1985, 8, 15.
  • 3Waisser, K.; Gregor, K.; Kubicova, L.; Klimesova, V.; Kunes, J. Machacek, M.; Kaustova, J. Eur. J. Med. Chem. 2000, 35, 733.
  • 4Waisser, K.; Gregor, K.; Dostal, H.; Kunes, J.; Kubicova, L. Klimesova, V.; Kaustova, 3. Farmaco 2001, 56, 803.
  • 5Mathiew, B. P.; Kumar, A.; Sharma, S.; Shula, P. K.; Nath, M. Eur. J. Med. Chem. 2010, 45, 1502.
  • 6Chylinska, J. B.; Urbanski, T.; Mordarski, M. J. Med. Chem. 1963, 6, 484.
  • 7Bouaziz, Z.; Riondel, J.; Mey, A.; Berlion, M.; Villard, J.; Filliond, H. Eur. J. Med. Chem. 1991, 26, 469.
  • 8Benameur, L.; Bouaziz, Z.; Nebois, E; Bartoli, M-H.; Boitard, M.; Fillion, H. Chem. Pharm. Bull. 1996, 44, 605.
  • 9Wang, S.; Li, Y.; You, Q.; Liu, Y.; Lu, A. Bioorg. Med. Chem. Lett. 2008, 18, 4095.
  • 10Pastemak, A.; GoNe, S. D.; Struthers, M.; Vicario, P. P.; Ayala, J. M.; Salvo, J. D.; Kilburn, R.; Wisniewski, T.; DeMartino, J. A.; Mills, S. G.; Yang, L. ACSMed. Chem. Lett. 2010, 1, 14.

共引文献9

同被引文献46

  • 1刘鹏,王宇,毛春晖,黄海军.2-甲基-4-三氟甲基噻唑-5-甲酰氯的制备[J].精细化工中间体,2012,42(2):17-19. 被引量：3
  • 2Benameur L, Bouaziz Z, Nebois P, et al. Synthesis of Furonaphth [ 1,3 ] oxazine and Furo [ 1,3 ] oxazinoquinoline Derivatives as Precursors for an o-Quinonemethide Structure and Potential Antitumor Agents [ J ]. Chem Pharm Bull, 1996,44:605- 608.
  • 3Wang S, Li Y, You Q, et al. Novel Hexacyclic Camptothecin Derivatives. Part 1 :Synthesis and Cytotoxicity of Camptothecins with an a-Ring Fused 1,3-Oxazine Ring [ J ]. Bioorg Med Chem,2008 ,18 :4095-4097.
  • 4Chen S, Li X, Wan S,et al. Synthesis of Novel Benzoxazinone Compounds as Epidermal Growth Factor Receptor(EGRF) Tyrosine Kinase Inhibitors [ J ]. Synth Commun ,2012,42:2937-2946.
  • 5Urbanski T, Radzikowski C Z, Ledochowski Z. Biological Activity of Benzoxazine-1,3 Derivatives, Particularly AgainstExperimental Sarcoma [ J ]. Nature, 1956,178 : 1351-1352.
  • 6Ihmaid S K,A1-Rawi J M A,Bradley C J,et al. Synthesis, DNA-PK Inhibition, Anti-platelet Activity Studies of 2-(N- Substituted-3-aminopyridine)-substituted-1,3-benzoxazines and DNA-PK and PI3K Inhibition, Homology Modelling Studies of 2-Morpholino-(7,8-di and 8-substituted)-1,3-benzoxazines[ J]. Eur J Med Chem,2012,57:85-101.
  • 7Ujjinamatada R K, Appala R S, Agasimundin Y S. Synthesis and Antimierobial Activity of New Benzofuranyl-1,3- benzoxazines and 1,3-Benzoxazin-2-ones [J]. J Heterocycl Chem,2006,43:437-441.
  • 8Tang Z,Chen W,Zhu Z,et al. Synthesis of 2,3-Diaryl-3,4-dihydro-2H-1,3-benzoxazines and Their Fungicidal Activities [ J]. J Heterocycl Chem,2011,48:255-260.
  • 9Nemecek P, Mocak J, Lehotay J, et al. Prediction of Anti-tuberculosis Activity of 3-Phenyl-2H-1,3-benzoxazine-2,4 (3H) - dione Derivatives[ J]. Chem Papers,2013,67:305-312.
  • 10Waisser K,Petrtikova E,Perina M, et al. A Note to the Biological Activity of Benzoxazin Derivatives Containing the Thioxo Group[ J]. Eur J Med Chem,2010,45:2715-2719.

引证文献3

二级引证文献10

华中师范大学学报（自然科学版）
2014年 第3期

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