Synthesis of 2-(perfluoroalkyl)- and 2-(perfluoroaryl)benzimidazoles by oxidative intramolecular cyclization of perfluoroalkyl and aryl imidamides

Journal of Organic Chemistry

Volumn 61, Issue 11, 1996, Pages 3902-3905

  Kobayashi, Masafumi ^a   Uneyama, Kenji ^a  

^a OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0039314325     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo952224j     Document Type: Article

References (20)

1. Filler, R.; Kobayashi, Y. Biomedicinal Aspects of Fluorine Chemistry; Kodansha Ltd.: Tokyo, 1982. Hudlicky, M. Chemistry of Organic Fluorine Compounds; Ellis Horwood: New York, 1976.
2. Filler, R.; Kobayashi, Y. Biomedicinal Aspects of Fluorine Chemistry; Kodansha Ltd.: Tokyo, 1982. Hudlicky, M. Chemistry of Organic Fluorine Compounds; Ellis Horwood: New York, 1976.
3. Joshi, K.; Jain, R.; Dandia, A.; Sharma, K. J. Fluorine Chem. 1992, 56, 1.
4. Kimoto, H.; Fujii, S.; Cohen, L. J. Org. Chem. 1982, 47, 2867.
5. Médebielle, M.; Pinson, J.; Savéant, J.-M. J. Am. Chem. Soc. 1991, 113, 6872.
6. Belcher, R.; Sykes, A.; Tatlow, J. J. Chem. Soc. 1954, 4159. Sykes, A.; Tatlow, J. J. Chem. Soc. 1952, 4078. Bishop, B.; Jones, A.; Tatlow, J. J. Chem. Soc. 1964, 3076.
7. Belcher, R.; Sykes, A.; Tatlow, J. J. Chem. Soc. 1954, 4159. Sykes, A.; Tatlow, J. J. Chem. Soc. 1952, 4078. Bishop, B.; Jones, A.; Tatlow, J. J. Chem. Soc. 1964, 3076.
8. Belcher, R.; Sykes, A.; Tatlow, J. J. Chem. Soc. 1954, 4159. Sykes, A.; Tatlow, J. J. Chem. Soc. 1952, 4078. Bishop, B.; Jones, A.; Tatlow, J. J. Chem. Soc. 1964, 3076.
9. Uneyama, K.; Yamashita, F.; Sugimoto, K.; Morimoto, O. Tetrahedron Lett. 1990, 31, 2717.
10. Branco, P. S.; Prabhakar, S.; Lobo, A. M.; Williams, D. J. Tetrahedron 1992, 48, 6335.
11. Grenda, V.; Jones, R.; Gal, G.; Sletzinger, M. J. Org. Chem. 1965, 30, 259. Haruki, E.; Inaike, T.; Imoto, E. Bull. Chem. Soc. Jpn. 1965, 38, 1805.
12. Grenda, V.; Jones, R.; Gal, G.; Sletzinger, M. J. Org. Chem. 1965, 30, 259. Haruki, E.; Inaike, T.; Imoto, E. Bull. Chem. Soc. Jpn. 1965, 38, 1805.
13. Chaudhury, S.; Debroy, A.; Mahajan, M. P. Can. J. Chem. 1982, 60, 1122.
14. Uneyama, K.; Kobayashi, M. J. Org. Chem. 1994, 59, 3003.
15. Uneyama, K.; Kobayashi, M. Tetrahedron Lett. 1991, 32, 5981. Kobayashi, M.; Uneyama, K.; Hamada, N.; Kashino, S. J. Org. Chem. 1995, 60, 6402.
16. Uneyama, K.; Kobayashi, M. Tetrahedron Lett. 1991, 32, 5981. Kobayashi, M.; Uneyama, K.; Hamada, N.; Kashino, S. J. Org. Chem. 1995, 60, 6402.
17. Tamura, K.; Mizukami, H.; Maeda, K.; Watanabe, H.; Uneyama, K. J. Org. Chem. 1993, 58, 32.
18. DeWolte, R. H. J. Org. Chem. 1962, 27, 490.
19. Hontz, A. C.; Wagner, E. C. Organic Syntheses; Wiley: New York, 1963; Collect Vol. IV, p 383.
20. 1H NMR) are superimposable with those of an authentic sample.