A large-scale low-cost preparation of n-benzylhydroxylamine hydrochloride

Synthesis

Volumn , Issue 18, 2009, Pages 3174-3176

  Nguyen, Thanh Binh ^a   Martel, Arnaud ^a   Dhal, Robert ^a   Dujardin, Gilles ^a  

^a UNIVERSITÉ DU MAINE   (France)

Author keywords

3 dipolar cycloaddition; N benzylhydroxylamine; N benzylnitrones 1; Nitrone hydrolysis; Secondary amine oxidation

Indexed keywords

3-DIPOLAR CYCLOADDITION; N-BENZYLHYDROXYLAMINE; N-BENZYLNITRONES 1; NITRONE HYDROLYSIS; SECONDARY AMINE OXIDATION;

CYCLOADDITION; HYDROLYSIS; ORGANIC COMPOUNDS; OXIDATION;

AMINES;

BENZYLAMINE DERIVATIVE; DIBENZYLAMINE; N BENZYLHYDROXYLAMINE HYDROCHLORIDE; NITRONE; UNCLASSIFIED DRUG;

SHORT SURVEY; SYNTHESIS;

EID: 70449449099     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1216932     Document Type: Short Survey

References (22)

1. Inouye, Y.; Hara, J.; Kakisawa, H. Chem. Lett. 1980, 1407.
2. Nguyen, T. B.; Martel, A.; Dhal, R.; Dujardin, G. J. Org. Chem. 2008, 73, 2621.
3. Dondoni, A.; Franco, S.; Junquera, F.; Merchan, F.; Merino, P.; Tejero, T. Synth. Commun. 1994, 24, 2537.
4. Winterfeldt, E.; Krohn, W.; Stracke, H. Chem. Ber. 1969, 102, 2346.
5. Nguyen, T. B.; Martel, A.; Dhal, R.; Dujardin, G. Org. Lett. 2008, 10, 4493.
6. Nguyen, T. B.; Gaulon, C.; Chapin, T.; Tardy, S.; Tatibouet, A.; Rollin, P.; Dhal, R.; Martel, A.; Dujardin, G. Synlett 2006, 3255.
7. Nguyen, T. B.; Martel, A.; Dhal, R.; Dujardin, G. Synlett 2008, 2041.
8. Nguyen, T. B.; Vuong, T. M. H.; Martel, A.; Dhal, R.; Dujardin, G. Tetrahedron: Asymmetry 2008, 19, 2084.
9. Nguyen, T. B.; Martel, A.; Dhal, R.; Dujardin, G. Synlett 2009, in press.
10. Jones, L. W.; Sneed, M. C. J. Am. Chem. Soc. 1917, 39, 677.
11. Feuer, H.; Vincent, B. F.; Bartlett, R. S. J. Org. Chem. 1965, 30, 2877.
12. Nakajima, M.; Anselme, J. P. J. Org. Chem. 1983, 48, 1444.
13. Murahashi, S. I.; Mitsui, H.; Shiota, T.; Tsuda, T.; Watanabe, S. J. Org. Chem. 1990, 55, 1736.
14. Murahashi, S.-I.; Shiota, T.; Imada, Y. Org. Synth. Coll. Vol.9; Wiley: New York, 1998, 632.
15. Murahashi, S.-I.; Shiota, T. Tetrahedron Lett. 1987, 28, 2383.
16. Goti, A.; Cardona, A.; Soldaini, G. Org. Synth. 2005, 81, 204.
17. Murray, R. W.; Singh, M. J. Org. Chem. 1990, 55, 2954.
18. Zajac, W. W. Jr.; Walters, T. R.; Darcy, M. G. J. Org. Chem. 1988, 53, 5856.
19. Tokuyama, H.; Kuboyama, T.; Amano, A.; Yamashita, T.; Fukuyama, T. Synthesis 2000, 1299.
20. Tokuyama, H.; Kuboyama, T.; Fukuyama, T. Org. Synth. 2003, 80, 207.
21. Coskun, N.; Parlar, A. Synth. Commun. 2005, 35, 2445.
22. Inouye, Y.; Watanabe, S.; Kakisawa, H. Bull. Chem. Soc. Jpn. 1979, 52, 3763.