Improved synthesis of an energetic material, 1,3,3-trinitroazetidine exploiting 1-azabicyclo [1.1.0]Butane

Heterocycles

Volumn 53, Issue 2, 2000, Pages 447-452

  Hayashi, Kazuhiko ^a,b   Kumagai, Toshio ^b   Nagao, Yoshimitsu ^a  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

^b Lederle (Japan) Ltd   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINE DERIVATIVE; BUTANE; NITROXIDE DERIVATIVE; SULFURIC ACID;

ARTICLE; CHEMICAL STRUCTURE; METHODOLOGY; MOLECULAR DYNAMICS; SYNTHESIS;

EID: 0034141359     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-99-8791     Document Type: Article

References (19)

1. R. Bartnik and A. P. Marchand, Synlett, 1997, 1029.
2. (a) A. G. Hortmann and D. A. Robertson, J. Am. Chem. Soc., 1967, 89, 5974.
3. (b) W. Funke, Chem. Ber., 1969, 102, 3148.
4. (c) W. Funke, Angew. Chem., Int. Ed. Engl., 1969, 80, 70.
5. (d) A. G. Hortmann and D. A. Robertson, J. Am. Chem. Soc., 1972, 94, 2758.
6. R. D. Paritosh, J. Org. Chem., 1996, 61, 5453.
7. (a) A. P. Marchand, D. Rajagopal, and S. G. Bott, J. Org. Chem., 1995, 60, 4943.
8. (b) R. Bartnik, D. Cal, A. P. Marchand, S. Alihodzic, and A. Devasagayaraj, Synth. Commun., 1998, 28, 3949.
9. (a) T. Axenrod, C. Watnick, H. Yazdehkasti, and P. R. Dave, Tetrahedron Lett., 1993, 34, 6677.
10. (b) M. A. Hiskey, M. D. Coburn, M. A. Mitchell, and B. C. Benicewicz, J. Heterocycl. Chem., 1992, 29, 1855.
11. (c) A. R. Katritzky, D. J. Cundy, and J. Chen, J. Heterocycl. Chem., 1994, 31, 271.
12. (d) T. G. Archibald, R. Gilardi, K. Baum, and C. George, J. Org. Chem., 1990, 55, 2920.
13. (a) D. S. Anex, J. C. Allan, and Y. T. Lee, in 'Chemistry of Energetic Materials', ed. by G. A. Olah and D. R. Squires, Academic Press Inc., New York, 1991, p. 27.
14. (b) Y. Oumi, T. B. Brill, and A. L. Rheingold, J. Phys. Chem., 1986, 90, 2526.
15. (c) Y. Oumi and T. B. Brill, Combust. Flame, 1985, 62, 225.
16. (a) A. P. Marchand, D. Rajagopal, S. G. Bott, and T. G. Archibald, J. Org. Chem., 1994, 59, 5499.
17. (b) P. R. Dave, J. Org. Chem., 1996, 61, 5453.
18. K. Hayashi, C. Sato, S. Hiki, T. Kumagai, S. Tamai, T. Abe, and Y. Nagao, Tetrahedron Lett., 1999, 40, 3761.
19. 4a,b