Chemoselective N-nitrosation of secondary amines under heterogeneous and mild conditions via in situ generation of HNO2

Chinese Chemical Letters

Volumn 20, Issue 4, 2009, Pages 415-419

  Ghorbani Choghamarani, Arash ^a   Goudarziafshar, Hamid ^a   Rezaee, Somaieh ^b   Mortazavi, Saiedeh Shima ^a  

^a ILAM UNIVERSITY   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

Citric acid; Heterogeneous; N Nitrosation; NaNO2; Secondary amines

Indexed keywords

EID: 60349086550     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2008.12.044     Document Type: Article

References (37)

1. Williams D.L.H. The Chemistry of Amino, Nitroso, Nitro and Related Groups, Supplement F2 (1996), John Wiley & Sons Ltd., New York pp. 665-682
2. Keefer L.K., and Williams D.L.H. Methods in Nitric Oxide Research (1996), John Wiley & Sons Ltd., New York pp. 509-519
3. Wang P.G., Xian M., Tang X., Wu X., Wen Z., Cai T., and Janczuk A. J. Chem. Rev. 102 (2002) 1091
4. Ziebarth D., Spiegelhalder B., and Bartsch H. Carcinogenesis 18 (1997) 383
5. Garcia-Rio L., Leis J.R., Moreira J.A., and Norberto F. J. Org. Chem. 66 (2001) 381
6. Garcia-Rio L., Leis J.R., and Iglesias E. J. Org. Chem. 62 (1997) 4712
7. Zolfigol M.A., Bagherzadeh M., Ghorbani-Choghamarani A., et al. Synth. Commun. 31 (2001) 1161
8. Zolfigol M.A., Zebarjadian M.H., Chehardoli G., et al. J. Org. Chem. 66 (2001) 3619
9. Montazerozohori M., and Karami B. Helv. Chim. Acta 89 (2006) 2922
10. Zolfigol M.A., Ghorbani-Choghamarani A., Taqian-Nasab A., et al. Bull. Korean Chem. Soc. 24 (2003) 638
11. Iranpoor N., Firouzabadi H., and Pourali A.R. Synthesis (2003) 1591
12. Karimi-Zarchi M.A., and Noei J. J. Appl. Polym. Sci. 104 (2007) 1064
13. Niknam K., and Zolfigol M.A. J. Iran. Chem. Soc. 3 (2006) 59
14. Karami B., Montazerozohori M., and Habibi M.H. Bull. Korean Chem. Soc. 26 (2005) 1125
15. Zolfigol M.A., Habibi D., Mirjalili B.F., and Bamoniri A. Tetrahedron Lett. 44 (2003) 3345
16. Bamoniri A., Zolfigol M.A., Mirjalili B.F., and Fallah F. Russ. J. Org. Chem. 43 (2007) 1393
17. Celaries B., and Parkanyi C. Synthesis (2006) 2371
18. Castedo L., Riguera R., and Vezquez M.P. Chem. Commun. (1983) 301
19. Fanning J.C., Keefer L.K., and Larry K. Chem. Commun. (1987) 955
20. Nakajima M., Warner J.C., and Anselme J.P. Tetrahedron Lett. 25 (1984) 2619
21. Kolvari E., Ghorbani-Choghamarani A., Salehi P., Shirini F., and Zolfigol M.A. J. Iran. Chem. Soc. 4 (2007) 126
22. Chang S.K., Hrrington G.W., Rothstein M., Shergalis W.A., Swern D., and Vohra S.K. Cancer Res. 39 (1979) 3871
23. Makhova N.N., Karpov G.A., Mikhailyuk A.N., et al. Izv. Akad. Nauk. SSSR Ser. Khim 1 (1987) 226
24. Zolfigol M.A., Bagherzadeh M., Mallakpour S., et al. J. Mol. Catal. A: Chem. 270 (2007) 219
25. Shirini F., Zolfigol M.A., and Torabi S. Lett. Org. Chem. 2 (2005) 760
26. Zolfigol M.A., Amani K., Ghorbani-Choghamarani A., et al. Catal. Commun. 9 (2008 1739)
27. Zolfigol M.A., Shirini F., Ghorbani-Choghamarani A., Hajjami M., and Sedaghat M. Mendeleev Commun. 15 (2005) 113
28. Zolfigol M.A., Shirini F., and Ghorbani-Choghamarani A. Synthesis (2006) 2043
29. Shaterian H.R., Yarahmadi H., and Ghashang M. Tetrahedron 64 (2008) 1263
30. Zolfigol M.A., Ghorbani-Choghamarani A., and Hazarkhani H. Synlett (2002) 1002
31. Singer S.S., Lijinsky W., and Singer G.M. Tetrahedron Lett. 19 (1977) 1613
32. Singer S.S. J. Org. Chem. 43 (1978) 4612
33. Nudelman N.S., and Bonatti A.E. Synlett (2000) 1825
34. Olszewska T., Milewska M.J., Gdaniec M., Matuszynska H., and Potonski T. J. Org. Chem. 66 (2001) 501
35. Zolfigol M.A., Shirini F., Ghorbani-Choghamarani A., et al. J. Chem. Res.-S (2000) 420
36. Rivera A., Gallo G.I., and Joseph-Nathan P. Synth. Commun. 27 (1997) 163
37. Zolfigol M.A. Synth. Commun. 29 (1999) 905