A New Expedient Route to 2,6-Diaryl-3-cyano-4-(trifluoromethvl)pyridines

Journal of Heterocyclic Chemistry

Volumn 35, Issue 4, 1998, Pages 805-810

  Yamaguchi, Yoshihiro ^a   Katsuyama, Isamu ^a   Funabiki, Kazumasa ^a   Matsui, Masaki ^a   Shibata, Katsuyoshi ^a  

^a GIFU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIARYL 3 CYANO 4 (TRIFLUOROMETHYL)PYRIDINE; FLUORINE DERIVATIVE; HERBICIDE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ISOLATION PROCEDURE; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0031721109     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570350405     Document Type: Article

References (18)

1. W. A. Sheppard and C. M. Sharts, Organic Fluorine Chemistry, Benjamin, New York, 1969; R. D. Chambers, Fluorine in Organic Chemistry, Wiley, New York, 1973.
2. W. A. Sheppard and C. M. Sharts, Organic Fluorine Chemistry, Benjamin, New York, 1969; R. D. Chambers, Fluorine in Organic Chemistry, Wiley, New York, 1973.
3. R. Filler, and Y. Kobayashi, Biomedicinal Aspects of Fluorine Chemistry, Kodansha, Tokyo, 1982; J. T. Welch, and S. Eswarakrishnan, Fluorine in Bioorganic Chemistry, Wiley, New York, 1991; R. Filler, Y. Kobayashi, and L. M. Yagupolskii, Organofluorine Compounds in Medical Applications, Elsevier, Amsterdam, 1993.
4. R. Filler, and Y. Kobayashi, Biomedicinal Aspects of Fluorine Chemistry, Kodansha, Tokyo, 1982; J. T. Welch, and S. Eswarakrishnan, Fluorine in Bioorganic Chemistry, Wiley, New York, 1991; R. Filler, Y. Kobayashi, and L. M. Yagupolskii, Organofluorine Compounds in Medical Applications, Elsevier, Amsterdam, 1993.
5. R. Filler, and Y. Kobayashi, Biomedicinal Aspects of Fluorine Chemistry, Kodansha, Tokyo, 1982; J. T. Welch, and S. Eswarakrishnan, Fluorine in Bioorganic Chemistry, Wiley, New York, 1991; R. Filler, Y. Kobayashi, and L. M. Yagupolskii, Organofluorine Compounds in Medical Applications, Elsevier, Amsterdam, 1993.
6. H. Yoshioka, C. Nakayama, and N. Matsuo, J. Synth. Org. Chem. Japan, 42, 809 (1984).
7. M. Tordeux, B. Lauglois, and C. Wakselman, J. Chem. Soc., Perkin Trans. 1, 2293 (1990); D. G. Batt, and G. C. Houghton, J. Heterocyclic Chem., 32, 963 (1995).
8. M. Tordeux, B. Lauglois, and C. Wakselman, J. Chem. Soc., Perkin Trans. 1, 2293 (1990); D. G. Batt, and G. C. Houghton, J. Heterocyclic Chem., 32, 963 (1995).
9. S. Kawamura, T. Hamada, R. Sato, Y. Sanemitsu, G. Sandmann, and P. Babczinski, J. Agric. Food Chem., 39, 2279 (1991).
10. [6a] I. Katsuyama, K. Funabiki, M. Matsui, H. Muramatsu, and K. Shibata, Tetrahedron Letters, 37, 4177 (1996);
11. [b] I. Katsuyama, K. Funabiki, H. Muramatsu, M. Matsui, and K. Shibata, Synlett, 591 (1997);
12. I. Katsuyama, S. Ogawa, Y. Yamaguchi, K. Funabiki, M. Matsui, H. Muramatsu, and K. Shibata, Synthesis, 1321 (1997).
13. J. D. Park, H. A. Brown, and J. R. Lacher, J. Am. Chem. Soc., 75, 4753 (1953).
14. Enaminonitriles were previously synthesized by the reaction of acetonitrile with aryl nitrites in the presence of sodium, see: J. Kuthan, V. Jehlicka, and E. Hakr, Collect. Czech. Chem. Commun., 32, 4309 (1967). For a recent review of enaminonitriles for the synthesis of heterocycles, see: A. W. Erian, Chem. Rev., 93, 1991 (1993).
15. Enaminonitriles were previously synthesized by the reaction of acetonitrile with aryl nitrites in the presence of sodium, see: J. Kuthan, V. Jehlicka, and E. Hakr, Collect. Czech. Chem. Commun., 32, 4309 (1967). For a recent review of enaminonitriles for the synthesis of heterocycles, see: A. W. Erian, Chem. Rev., 93, 1991 (1993).
16. A. Corsaro, U. Chiacchio, A. Compagnini, and G. Purrello, J. Chem. Soc., Perkin Trans. 1, 1635 (1980); R. E. Hackler, European Patent Appl. EP, 129, 407 (1984); Chem. Abstr., 102, 166739x (1985).
17. A. Corsaro, U. Chiacchio, A. Compagnini, and G. Purrello, J. Chem. Soc., Perkin Trans. 1, 1635 (1980); R. E. Hackler, European Patent Appl. EP, 129, 407 (1984); Chem. Abstr., 102, 166739x (1985).
18. A. Corsaro, U. Chiacchio, A. Compagnini, and G. Purrello, J. Chem. Soc., Perkin Trans. 1, 1635 (1980); R. E. Hackler, European Patent Appl. EP, 129, 407 (1984); Chem. Abstr., 102, 166739x (1985).