Cascade SRN1 reactions in 5-nitroimidazole series

Heterocycles

Volumn 43, Issue 4, 1996, Pages 731-735

  Vanelle, Patrice ^a   Benakli, Kamel ^a   Maldonado, José ^a   Roubaud, Christine ^a   Crozet, Michel P ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000021013     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-95-7309     Document Type: Article

References (14)

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3. N. Kornblum, R. E. Michel, and R. C. Kerber, J. Am. Chem. Soc., 1966, 88, 5660 and 5662; G. A. Russell and W. C. Danen, ibid., 1966, 88, 5663; J. K. Kim and J. F. Bunnett, ibid., 1910, 92, 7463.
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5. 3 Carbon,' ed. by M. A. Fox and M. Chanon, Elsevier, Amsterdam, 1988, Part C, chap. 4.8, pp. 421-486.
6. P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, Eur. J. Med. Chem., 1991, 26, 167; O. Jentzer, P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, ibid., 1991, 26, 687; M. P. Crozet, P. Vanelle, O. Jentzer, S. Donini, and J. Maldonado, Tetrahedron, 1993, 49, 11253; M. P. Crozet, J.-F. Sabuco, I. Tamburlin, M. Barreau, L. Giraud, and P. Vanelle, Heterocycles, 1993, 36, 45; P. Vanelle, S. Ghezali, J. Maldonado, O. Chavignon, A. Gueiffier, J.-C. Teulade, and M. P. Crozet, ibid., 1993, 36, 1541; M. P. Crozet, A. Gellis, C. Pasquier, P. Vanelle, and J.-P. Aune, Tetrahedron Lett., 1995, 36, 525.
7. P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, Eur. J. Med. Chem., 1991, 26, 167; O. Jentzer, P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, ibid., 1991, 26, 687; M. P. Crozet, P. Vanelle, O. Jentzer, S. Donini, and J. Maldonado, Tetrahedron, 1993, 49, 11253; M. P. Crozet, J.-F. Sabuco, I. Tamburlin, M. Barreau, L. Giraud, and P. Vanelle, Heterocycles, 1993, 36, 45; P. Vanelle, S. Ghezali, J. Maldonado, O. Chavignon, A. Gueiffier, J.-C. Teulade, and M. P. Crozet, ibid., 1993, 36, 1541; M. P. Crozet, A. Gellis, C. Pasquier, P. Vanelle, and J.-P. Aune, Tetrahedron Lett., 1995, 36, 525.
8. P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, Eur. J. Med. Chem., 1991, 26, 167; O. Jentzer, P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, ibid., 1991, 26, 687; M. P. Crozet, P. Vanelle, O. Jentzer, S. Donini, and J. Maldonado, Tetrahedron, 1993, 49, 11253; M. P. Crozet, J.-F. Sabuco, I. Tamburlin, M. Barreau, L. Giraud, and P. Vanelle, Heterocycles, 1993, 36, 45; P. Vanelle, S. Ghezali, J. Maldonado, O. Chavignon, A. Gueiffier, J.-C. Teulade, and M. P. Crozet, ibid., 1993, 36, 1541; M. P. Crozet, A. Gellis, C. Pasquier, P. Vanelle, and J.-P. Aune, Tetrahedron Lett., 1995, 36, 525.
9. P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, Eur. J. Med. Chem., 1991, 26, 167; O. Jentzer, P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, ibid., 1991, 26, 687; M. P. Crozet, P. Vanelle, O. Jentzer, S. Donini, and J. Maldonado, Tetrahedron, 1993, 49, 11253; M. P. Crozet, J.-F. Sabuco, I. Tamburlin, M. Barreau, L. Giraud, and P. Vanelle, Heterocycles, 1993, 36, 45; P. Vanelle, S. Ghezali, J. Maldonado, O. Chavignon, A. Gueiffier, J.-C. Teulade, and M. P. Crozet, ibid., 1993, 36, 1541; M. P. Crozet, A. Gellis, C. Pasquier, P. Vanelle, and J.-P. Aune, Tetrahedron Lett., 1995, 36, 525.
10. P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, Eur. J. Med. Chem., 1991, 26, 167; O. Jentzer, P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, ibid., 1991, 26, 687; M. P. Crozet, P. Vanelle, O. Jentzer, S. Donini, and J. Maldonado, Tetrahedron, 1993, 49, 11253; M. P. Crozet, J.-F. Sabuco, I. Tamburlin, M. Barreau, L. Giraud, and P. Vanelle, Heterocycles, 1993, 36, 45; P. Vanelle, S. Ghezali, J. Maldonado, O. Chavignon, A. Gueiffier, J.-C. Teulade, and M. P. Crozet, ibid., 1993, 36, 1541; M. P. Crozet, A. Gellis, C. Pasquier, P. Vanelle, and J.-P. Aune, Tetrahedron Lett., 1995, 36, 525.
11. P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, Eur. J. Med. Chem., 1991, 26, 167; O. Jentzer, P. Vanelle, M. P. Crozet, J. Maldonado, and M. Barreau, ibid., 1991, 26, 687; M. P. Crozet, P. Vanelle, O. Jentzer, S. Donini, and J. Maldonado, Tetrahedron, 1993, 49, 11253; M. P. Crozet, J.-F. Sabuco, I. Tamburlin, M. Barreau, L. Giraud, and P. Vanelle, Heterocycles, 1993, 36, 45; P. Vanelle, S. Ghezali, J. Maldonado, O. Chavignon, A. Gueiffier, J.-C. Teulade, and M. P. Crozet, ibid., 1993, 36, 1541; M. P. Crozet, A. Gellis, C. Pasquier, P. Vanelle, and J.-P. Aune, Tetrahedron Lett., 1995, 36, 525.
12. P. Vanelle, J. Maldonado, M. P. Crozet, K. Senouki, F. Delmas, M. Gasquet, and P. Timon-David, Eur. J. Med. Chem., 1991, 26, 709 and references therein.
13. 3) δ 1.71 (m, 3H), 1.87 (m, 9H); 3.90 (s, 3H); 5.92 (s, 1H); 5.97 (br s, 1H); 6.47 (br s, 1H); 8.09 (s, 1H).
14. M. Chanon and M. L. Tobe, Angew. Chem., Int. Ed. Engl., 1982, 21, 1.