The nitroalkene showing dual behaviors in the same reaction system

Tetrahedron Letters

Volumn 46, Issue 44, 2005, Pages 7519-7521

  Asahara, Motoki ^a   Shibano, Chika ^a   Koyama, Koichi ^a   Tamura, Mina ^a   Tohda, Yasuo ^a   Nishiwaki, Nagatoshi ^a   Ariga, Masahiro ^a  

^a OSAKA KYOIKU UNIVERSITY   (Japan)

Author keywords

1 Methyl 2 quinolone; Cycloaddition; Dienophile; Heterodiene; Nitroalkene

Indexed keywords

ALKADIENE; ALKENE DERIVATIVE; QUINOLONE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CYCLOADDITION; DIELS ALDER REACTION; ELECTRON; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 26244442518     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.08.160     Document Type: Article

References (21)

1. N. Ono The Nitro Group in Organic Synthesis 2001 Wiley-VCH New York pp 231-301
2. V.V. Perekalin, E.S. Lipina, V.M. Berestovitskaya, and D.A. Efremov Nitroalkenes 1994 Wiley-VCH New York pp 114-168
3. S.E. Denmark, and A. Thorarensen Chem. Rev. 96 1996 137 166
4. F. Terrier, M. Sebban, R. Goumont, J.-C. Hallé, G. Moutiers, I. Cangelosi, and E. Buncel J. Org. Chem. 65 2000 7391 7398
5. J.-C. Hallé, D. Vichard, M.-J. Pouet, and F. Terrier J. Org. Chem. 62 1997 7178 7182
6. S.E. Denmark, B.S. Kesler, and Y.C. Moon J. Org. Chem. 57 1992 4912 4924
7. P.A. Wade, J.K. Murray Jr., S. Shah-Patel, and H.T. Le Chem. Commun. 2002 1090 1091
8. M.F. Grundon The Alkaloids: Quinoline Alkaloids Related to Anthranic Acid Vol. 32 1988 Academic Press London pp 341-439
9. R.N. Kumar, S.T. Selvi, T. Suresh, and P.S. Mohan Heterocycles 57 2002 357 360
10. M.J. McLaughlin, and R.P. Hsung J. Org. Chem. 66 2001 1049 1053
11. G. Bar, A.F. Parsons, and C.B. Thomas Tetrahedron 57 2001 4719 4728
12. D.R. Boyd, N.D. Sharma, S.A. Barr, J.G. Caroll, D. Mackerracher, and J.F. Maolone J. Chem. Soc., Perkin Trans. 1 2000 3397 3405
13. C. Ito, Y. Kondo, T.S. Wu, and H. Furukawa Chem. Pharm. Bull. 48 2000 65 70
14. Asahara, M.; Ohtsutsumi, M.; Tamura, M.; Nishiwaki, N.; Ariga, M. Bull. Chem. Soc. Jpn. 2005, 78, in press.
15. M. Asahara, T. Katayama, Y. Tohda, N. Nishiwaki, and M. Ariga Chem. Pharam. Bull. 52 2004 1334 1338
16. M. Asahara, M. Nagamatsu, Y. Tohda, N. Nishiwaki, and M. Ariga J. Heterocycl. Chem. 41 2004 803 805
17. N. Nishiwaki, M. Sakashita, M. Azuma, C. Tanaka, M. Tamura, N. Asaka, K. Hori, Y. Tohda, and M. Ariga Tetrahedron 58 2002 473 478
18. N. Nishiwaki, C. Tanaka, M. Asahara, Y. Tohda, and M. Ariga Heterocycles 51 1999 567 574
19. 10: C, 48.37; H, 2.11; N, 18.81. Found: C, 48.04; H, 2.06; N, 18.52.
20. 8: C, 45.90; H, 3.85; N, 15.30. Found: C, 46.16; H, 3.84; N, 15.31.
21. Y. Tohda, N. Yamawaki, H. Matsui, T. Kawashima, M. Ariga, and Y. Mori Bull. Chem. Soc. Jpn. 61 1988 461 465