Stereoselective synthesis and biological activities of diethyl (E)-{[4-cyano-5-[[(disubstitutedamino)methylene]amino]-3-(methylthio) -1H-pyrazol-1-yl]substituited phenylmethyl}phosphonates

Journal of Heterocyclic Chemistry

Volumn 46, Issue 3, 2009, Pages 555-559

  Xiao, Lin Xia ^a   Shi, De Qing ^a  

^a CENTRAL CHINA NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

FUNGICIDE; HERBICIDE; PHOSPHONIC ACID DERIVATIVE;

ARTICLE; BOTRYTIS; CHINESE CABBAGE; COLLETOTRICHUM; DRUG STRUCTURE; DRUG SYNTHESIS; ECHINOCHLOA; FUNGICIDAL ACTIVITY; FUSARIUM; GIBBERELLA; HERBICIDAL ACTIVITY; HYPHOMYCETES; INFRARED RADIATION; MASS SPECTROMETRY; NONHUMAN; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; STEREOCHEMISTRY;

EID: 66349127137     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.97     Document Type: Article

References (30)

1. Kafarski, P.; Lejczak, B. In Aminophosphonic and Aminophosphinic Acids; Kukhar, V. P., Hudson, H. R., Eds.; Wiley: New York, 2000; Chapter 12, pp 407-421.
2. Palacios, F.; Alonso, C.; de los Santos, J. M. Chem Rev 2005, 105, 899.
3. Logusch, E. W.; Walker, D. M.; McDonald, J. F.; Leo, G. C.; Franz, J. E. J Org Chem 1988, 53, 4069.
4. Atherton, F. R.; Hassall, C. H.; Lambert, R. W. J Med Chem 1986, 29, 29.
5. Smith, A. B., III; Taylor, C. M.; Benkovic, S. J.; Hirschmann, R. Tetrahedron Lett 1994, 35, 6853.
6. (a) Takematsu, K.; Konnai, M.; Tachibana, K.; Tsuruoka, T.; Inouye, S.; Watanabe, T. U.S. Pat. 4,265,654 (1981);
7. (b) Ling, Y. X.; Zhang, K. S.; Qiu, D. W. Chem J Chin Univ 1996, 17, 1247;
8. (c) Borloo, M.; Jiao, X. Y.; Wojtowicz, H.; Rajan, P.; Verbruggen, C.; Augustyns, K.; Haemers, A. Synthesis 1995, 1074;
9. (d) Dai, Q.; Chen, R. Y. Heteroatom Chem 1997, 8, 203;
10. (e) Wang, Q. M.; Li, Z. G.; Huang, R. Q.; Cheng, J. R. Heteroatom Chem 2001, 12, 68.
11. Siddall, T. L.; Benko, Z. L.; Garvin, G. M.; Jackson, J. L.; McQuiston, J. M.; Ouse, D. G.; Thibault, T. D.; Turner, J. A.; Van Heertum, J. C. U.S. Pat. 6,010,981 (2000).
12. (a) Nissan Chemical Industry Ltd. Jpn. Pat. 59,122,488 (1984);
13. (b) Chem Abstr 1984, 102, 6478h.
14. Gautier, M.; Derois, J. U.S. Pat. 6,812,242 (2004).
15. (a) Okada, I.; Okui, S.; Takahashi, Y. Eur. Pat. 289,879 (1996);
16. (b) Chem Abstr 1996, 127, 234282m.
17. (a) Ohuchi, S.; Okada, K. Jpn. Pat. 0,338,589 (1998);
18. (b) Chem Abstr 1998, 130, 120912y.
19. (a) Kono, Y.; Sato, Y.; Okada, Y. Pestic Biochem Physiol 1983, 20, 225;
20. (b) Okada, Y.; Sato, Y. U.S. Pat. 4,474,775 (1984).
21. Kim, J. H.; Kang, K. G.; Park, C. K.; Kim, K.; Kang, B. H.; Lee, S. K.; Roh, J. K. Pestic Sci 1998, 54, 237.
22. (a) Yuan, C. Y.; Li, C. Z. Synthesis 1996, 507;
23. (b) Yuan, C. Y.; Chen, S. J.; Xie, R. Y.; Feng, H. Z.; Maier, L. Phosphorus Sulfur Silicon 1995, 106, 115;
24. (c) Diel, P. J.; Maier, L. Phosphorus Sulfur Silicon 1988, 36, 85;
25. (d) Rachon, J.; Wasielewski, C. Rocz Chem 1976, 50, 477.
26. Chen, W. Q.; Ren, J.; Fu, Y.; Xiao, J. B.; Yang, S. Z.; Jin, G. Y. Chin J Pest Sci 2000, 2, 15.
27. Zhu, X. F.; Chen, X. B.; Yan, M.; Shi, D. Q. Heteroatom Chem 2008, 19, 15.
28. Wang, X. J.; Huang, Z. T. Acta Chimi Sin 1989, 47, 890.
29. Li, Z. G.; Sun, H. K.; Wang, Q. M.; Huang, R. Q. Heteroatom Chem 2003, 14, 384.
30. Molina-Torres, J.; Salazar-Cabrera, C. J.; Armenta-Salinas, C.; Ramirez-Chavez, E. J Agric Food Chem 2004, 52, 4700.