Synthesis 2-substituted 6-fluoroalkylpyrimidin-4(3H)-ones and -pyrimidines

Synthesis

Volumn , Issue 8, 1996, Pages 997-1001

  Guan, Hui Ping ^a   Hu, Qiao Sheng ^a   Hu, Chang Ming ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

3 fluoroalkyl 2 iodoacrylates; amidine; fluoroalkylcarbonyl compounds; synthesis of fluoroalkylpyrimidones and pyrimidines

Indexed keywords

ORGANOFLUORINE DERIVATIVE; PYRIMIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0029810274     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-4327     Document Type: Article

References (32)

1. Lazarev, N. V.; Khromov-Borisov, N. V.; Rusakov, V. I.; Bilich, G. L.; Kapitanenko, A. M.; Kolla, V. E.; Tokarev, Y. N.; Zavrazhnov, V. P. Pirimidinov. Proizvodin. i ikh Primenenie v. Biol. i. Med., Ioshkar-Ola 1979, 3-32. From Ref. Zh. Biol. Khim. 1980, Abstr. No. 24F178. Chem. Abstr. 1981, 94, 77022g. Brown, D. J. The Pyrimidines, Supplement I, Wiley-Interscience: New York, 1970, chapters II and III.
2. Lazarev, N. V.; Khromov-Borisov, N. V.; Rusakov, V. I.; Bilich, G. L.; Kapitanenko, A. M.; Kolla, V. E.; Tokarev, Y. N.; Zavrazhnov, V. P. Pirimidinov. Proizvodin. i ikh Primenenie v. Biol. i. Med., Ioshkar-Ola 1979, 3-32. From Ref. Zh. Biol. Khim. 1980, Abstr. No. 24F178. Chem. Abstr. 1981, 94, 77022g. Brown, D. J. The Pyrimidines, Supplement I, Wiley-Interscience: New York, 1970, chapters II and III.
3. Lazarev, N. V.; Khromov-Borisov, N. V.; Rusakov, V. I.; Bilich, G. L.; Kapitanenko, A. M.; Kolla, V. E.; Tokarev, Y. N.; Zavrazhnov, V. P. Pirimidinov. Proizvodin. i ikh Primenenie v. Biol. i. Med., Ioshkar-Ola 1979, 3-32. From Ref. Zh. Biol. Khim. 1980, Abstr. No. 24F178. Chem. Abstr. 1981, 94, 77022g. Brown, D. J. The Pyrimidines, Supplement I, Wiley-Interscience: New York, 1970, chapters II and III.
4. Lazarev, N. V.; Khromov-Borisov, N. V.; Rusakov, V. I.; Bilich, G. L.; Kapitanenko, A. M.; Kolla, V. E.; Tokarev, Y. N.; Zavrazhnov, V. P. Pirimidinov. Proizvodin. i ikh Primenenie v. Biol. i. Med., Ioshkar-Ola 1979, 3-32. From Ref. Zh. Biol. Khim. 1980, Abstr. No. 24F178. Chem. Abstr. 1981, 94, 77022g. Brown, D. J. The Pyrimidines, Supplement I, Wiley-Interscience: New York, 1970, chapters II and III.
5. Barton, D.; OIlis, D. Comprehensive Organic Chemistry, 4, Pergamon: 1979. Jin, Z. T.; Imafuku, K.; Matsumure, H. J. Chem. Soc., Perkin Trans. I, 1982, 1037. Suesse, M.; Johne, S. Z. Chem. 1987, 27, 69. Weis, A. L. Synthesis 1985, 528. Gupta, K. A.; Saxena, A. K.; Jain, P. C. Synthesis 1981, 905.
6. Barton, D.; OIlis, D. Comprehensive Organic Chemistry, 4, Pergamon: 1979. Jin, Z. T.; Imafuku, K.; Matsumure, H. J. Chem. Soc., Perkin Trans. I, 1982, 1037. Suesse, M.; Johne, S. Z. Chem. 1987, 27, 69. Weis, A. L. Synthesis 1985, 528. Gupta, K. A.; Saxena, A. K.; Jain, P. C. Synthesis 1981, 905.
7. Barton, D.; OIlis, D. Comprehensive Organic Chemistry, 4, Pergamon: 1979. Jin, Z. T.; Imafuku, K.; Matsumure, H. J. Chem. Soc., Perkin Trans. I, 1982, 1037. Suesse, M.; Johne, S. Z. Chem. 1987, 27, 69. Weis, A. L. Synthesis 1985, 528. Gupta, K. A.; Saxena, A. K.; Jain, P. C. Synthesis 1981, 905.
8. Barton, D.; OIlis, D. Comprehensive Organic Chemistry, 4, Pergamon: 1979. Jin, Z. T.; Imafuku, K.; Matsumure, H. J. Chem. Soc., Perkin Trans. I, 1982, 1037. Suesse, M.; Johne, S. Z. Chem. 1987, 27, 69. Weis, A. L. Synthesis 1985, 528. Gupta, K. A.; Saxena, A. K.; Jain, P. C. Synthesis 1981, 905.
9. Barton, D.; OIlis, D. Comprehensive Organic Chemistry, 4, Pergamon: 1979. Jin, Z. T.; Imafuku, K.; Matsumure, H. J. Chem. Soc., Perkin Trans. I, 1982, 1037. Suesse, M.; Johne, S. Z. Chem. 1987, 27, 69. Weis, A. L. Synthesis 1985, 528. Gupta, K. A.; Saxena, A. K.; Jain, P. C. Synthesis 1981, 905.
10. O'Murchu, Colm., Eur. Pat. Appl. EP 115,325/1984. Chem. Abstr. 1984, 101, 211171y. Kobayashi, H.; Shono, T. Japan. Kokai 76100088/1976. Chem. Abstr. 1977, 56, 121363e.
11. O'Murchu, Colm., Eur. Pat. Appl. EP 115,325/1984. Chem. Abstr. 1984, 101, 211171y. Kobayashi, H.; Shono, T. Japan. Kokai 76100088/1976. Chem. Abstr. 1977, 56, 121363e.
12. Mitsubishi Chemical Industries Co., Ltd. Jpn. Kokai Tokbyo Koho JP 81 57, 767/1981. Chem. Abstr. 1982, 96, 6749e. Krahnefeld, H.; Stutzriemer, S.; Trobisch, S.; Seifert, M.; Rumler, E.; Hulzer, G.; Ohmann, W.; Richter, E. Ger (East) DD 208, 350/1984. Chem. Abstr. 1984, 101, 211168c.
13. Mitsubishi Chemical Industries Co., Ltd. Jpn. Kokai Tokbyo Koho JP 81 57, 767/1981. Chem. Abstr. 1982, 96, 6749e. Krahnefeld, H.; Stutzriemer, S.; Trobisch, S.; Seifert, M.; Rumler, E.; Hulzer, G.; Ohmann, W.; Richter, E. Ger (East) DD 208, 350/1984. Chem. Abstr. 1984, 101, 211168c.
14. Reifschneider, W. Eur. Pat. Appl. EP 97451/1984. Chem. Abstr. 1984, 100, 156637g.
15. De La Cuesta, E.; Avendano, C. J. Heterocycl. Chem. 1985, 22, 377.
16. Filler, R.; Kobayashi, Y. Biomedicinal Aspects of Fluorint Chemistry, Kodansha/Elsevier: New York, 1982. Banks, R. E. Organofluorine Compounds and their Applications Ellis Horwood: Chichester, 1979. Gustavsson, B.; Hafstroem, L. Acta Chir. Scand. Suppl. 1981 504, 28. Michael, A. F.; Wolfgang, S. Cancer Chemother. Pharmacol 1978, 1, 77.
17. Filler, R.; Kobayashi, Y. Biomedicinal Aspects of Fluorint Chemistry, Kodansha/Elsevier: New York, 1982. Banks, R. E. Organofluorine Compounds and their Applications Ellis Horwood: Chichester, 1979. Gustavsson, B.; Hafstroem, L. Acta Chir. Scand. Suppl. 1981 504, 28. Michael, A. F.; Wolfgang, S. Cancer Chemother. Pharmacol 1978, 1, 77.
18. Filler, R.; Kobayashi, Y. Biomedicinal Aspects of Fluorint Chemistry, Kodansha/Elsevier: New York, 1982. Banks, R. E. Organofluorine Compounds and their Applications Ellis Horwood: Chichester, 1979. Gustavsson, B.; Hafstroem, L. Acta Chir. Scand. Suppl. 1981 504, 28. Michael, A. F.; Wolfgang, S. Cancer Chemother. Pharmacol 1978, 1, 77.
19. Filler, R.; Kobayashi, Y. Biomedicinal Aspects of Fluorint Chemistry, Kodansha/Elsevier: New York, 1982. Banks, R. E. Organofluorine Compounds and their Applications Ellis Horwood: Chichester, 1979. Gustavsson, B.; Hafstroem, L. Acta Chir. Scand. Suppl. 1981 504, 28. Michael, A. F.; Wolfgang, S. Cancer Chemother. Pharmacol 1978, 1, 77.
20. Silvester, M. J.; Aldrichimica Acta 1991, 24, 31. Sawada, H.; Nakayama, M. Yukagaku 1989, 38, 985. Burger, K.; Hein, F.; Wassmuth, U.; Krist, H. Synthesis 1981, 904. Tanabe, Y.; Matsuo, N.; Ohno, N. J. Org. Chem. 1988, 53, 4582. Chen, G. J.; Tamborski, C. J. Fluorine Chem. 1990, 46, 137.
21. Silvester, M. J.; Aldrichimica Acta 1991, 24, 31. Sawada, H.; Nakayama, M. Yukagaku 1989, 38, 985. Burger, K.; Hein, F.; Wassmuth, U.; Krist, H. Synthesis 1981, 904. Tanabe, Y.; Matsuo, N.; Ohno, N. J. Org. Chem. 1988, 53, 4582. Chen, G. J.; Tamborski, C. J. Fluorine Chem. 1990, 46, 137.
22. Silvester, M. J.; Aldrichimica Acta 1991, 24, 31. Sawada, H.; Nakayama, M. Yukagaku 1989, 38, 985. Burger, K.; Hein, F.; Wassmuth, U.; Krist, H. Synthesis 1981, 904. Tanabe, Y.; Matsuo, N.; Ohno, N. J. Org. Chem. 1988, 53, 4582. Chen, G. J.; Tamborski, C. J. Fluorine Chem. 1990, 46, 137.
23. Silvester, M. J.; Aldrichimica Acta 1991, 24, 31. Sawada, H.; Nakayama, M. Yukagaku 1989, 38, 985. Burger, K.; Hein, F.; Wassmuth, U.; Krist, H. Synthesis 1981, 904. Tanabe, Y.; Matsuo, N.; Ohno, N. J. Org. Chem. 1988, 53, 4582. Chen, G. J.; Tamborski, C. J. Fluorine Chem. 1990, 46, 137.
24. Silvester, M. J.; Aldrichimica Acta 1991, 24, 31. Sawada, H.; Nakayama, M. Yukagaku 1989, 38, 985. Burger, K.; Hein, F.; Wassmuth, U.; Krist, H. Synthesis 1981, 904. Tanabe, Y.; Matsuo, N.; Ohno, N. J. Org. Chem. 1988, 53, 4582. Chen, G. J.; Tamborski, C. J. Fluorine Chem. 1990, 46, 137.
25. Ishikawa, N. Synthesis and Utilization of Organofluorine Compounds, CMC: Tokyo, 1987. Uneyama, K. J. Synth. Org. Chem. Jpn. 1991, 49, 612.
26. Ishikawa, N. Synthesis and Utilization of Organofluorine Compounds, CMC: Tokyo, 1987. Uneyama, K. J. Synth. Org. Chem. Jpn. 1991, 49, 612.
27. Huang, W. Y.; Wu, Y. M. J. Fluorine Chem. 1992, 59, 179. Tang, X. Q.; Hu, C. M. J. Chem. Soc., Perkin Trans. I 1994, 2161.
28. Huang, W. Y.; Wu, Y. M. J. Fluorine Chem. 1992, 59, 179. Tang, X. Q.; Hu, C. M. J. Chem. Soc., Perkin Trans. I 1994, 2161.
29. Huang, W. Y.; Lu, L.; Zhang, Y. F. Chin. J. Chem. 1990, 8, 281.
30. Huang, W. Y.; Lu, L.; Zhang, Y. F. Chin. J. Chem. 1990, 8, 350.
31. Miura, K.; Taniguchi, M.; Nozaki, K. Tetrahedron Lett. 1990, 31, 6391. Huang, W. Y. Chin. J. Chem. 1991, 9, 167, 174.
32. Miura, K.; Taniguchi, M.; Nozaki, K. Tetrahedron Lett. 1990, 31, 6391. Huang, W. Y. Chin. J. Chem. 1991, 9, 167, 174.