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A facile synthesis of 6-amino-2H, 4H-pyrano[2,3-F]pyrazole-5-carbonitriles in deep eutectic solvent 被引量:1

A facile synthesis of 6-amino-2H, 4H-pyrano[2,3-F]pyrazole-5-carbonitriles in deep eutectic solvent
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摘要 A convenient synthesis of 6-amino-2H,4H-pyrano[2,3-F]pyrazole-5-carbonitriles has been accomplished by one pot four-component cyclocondensation of aromatic aldehydes(1a-o) malanonitrile(2), ethyl acetoacetate(3), and hydrazine hydrate(4) in freshly prepared deep eutectic solvent, DES(choline chloride:urea). This protocol has afforded corresponding pyrano[2,3-F]pyrazoles in shorter reaction time with high yields, and it avoids the use of typical toxic catalysts and solvents. A convenient synthesis of 6-amino-2H,4H-pyrano[2,3-F]pyrazole-5-carbonitriles has been accomplished by one pot four-component cyclocondensation of aromatic aldehydes(1a-o) malanonitrile(2), ethyl acetoacetate(3), and hydrazine hydrate(4) in freshly prepared deep eutectic solvent, DES(choline chloride:urea). This protocol has afforded corresponding pyrano[2,3-F]pyrazoles in shorter reaction time with high yields, and it avoids the use of typical toxic catalysts and solvents.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2016年第3期370-374,共5页 中国化学快报(英文版)
关键词 Choline chloride Cyclocondensation DES One pot Urea Pyranopyrazoles Choline chloride Cyclocondensation DES One pot Urea Pyranopyrazoles
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  • 1A. Matin, N. Gavande. M.S. Kim, et al., 7-Hydroxy-benzopyran-4-one deriva- tives: a novel pharmacophore of peroxisome proliferator-activated receptor u and -y (PPAR a and y) dual agonists, J. Med. Chem. 52 (2009) 6835-6850.
  • 2E.M. Priego, J.V.ED. Kuenzel, A.P. IJzerman, M.J. Camarasa, M.J. Perez, Pyr- ido[2,l-flpurine-2,4-dione derivatives as a novel class of highly potent human A3 adenosine receptor antagonists, J. Meal. Chem. 45 (2002) 3337-3344.
  • 3S.A. Galal, A.S.A. El-All, M.M. Abdallah, H.I. El-Diwani, Synthesis of potent antitumor and antiviral benzofuran derivatives, Bioorg. Med. Chem. Lett. 19 (2009) 2420-2428.
  • 4J.D. Hepworth, Pyrans and fused pyrans: synthesis and applications, in: A.R. Katrizky, C.W. Rees (Eds.), Comprehensive Heterocyclic Chemistry, vol. 3, Pergamon, Oxford, 1984, p. 737.
  • 5E.S. EI-Tamany, F.A. EI-Shahed, B.H. Mohamed, Synthesis and biological activity of some pyrazole derivatives, J. Serb. Chem. 5oc. 64 (1999) 9-18.
  • 6K. Konishi, T. Kuragano, A. Nohara, N.G. Nippon, Fungicidal activiW of 2- aminochromone-3-carboxamides, J. Pestic. Sci. 15 (1990) 241-244.
  • 7S.Y. Liao, L Qian, T.F. Miao, Y. Shen, K.C. Zheng, 3D-QSAR studies of substituted 4-aryl/heteroaryl-4h-chromenes as apoptosis inducers using comfa and comsia, J. Theor. Comput. Chem. 8 (2009) 143-148.
  • 8W. Kemnitzer, S.Jiang, Y. Wang, et al,, Discovery of 4-aryl-4H-chromenes as a new series ofapoptosis inducers using a cell- and caspase-based HTS assay. Part 5: Modifications of the 2- and 3-positions, Bioorg. Med. Chem. Lett. 18 (2008) 603-607.
  • 9W. Kemnitzer, J. Drewe, S.Jiang, et al., Discovery of 4-aryl-4H-chromenes as a new series of apoptosis inducers using a cell- and caspase-based high through- put screening assay. 4. Structure-activity relationships of N-alkyl substituted pyrrole fused at the 7,8-positions, J. Med. Chem. 51 (2008) 417-423.
  • 10N. Martin, C. Pascual, C. Seoane, J.L Soto, The use of some activated nitriles in heterocyclic syntheses, Heterocycles 26 (1987) 2811-2816.

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