Reductive amination of aldehydes and ketones to their corresponding amines with N-methylpyrrolidine zinc borohydride

Tetrahedron Letters

Volumn 50, Issue 6, 2009, Pages 659-661

  Alinezhad, Heshmat ^a   Tajbakhsh, Mahmood ^a   Salehian, Fatemeh ^a   Fazli, Kazem ^a  

^a UNIVERSITY OF MAZANDARAN   (Iran)

Author keywords

Aldehydes; Amines; Ketones; N Methylpyrrolidine zinc borohydride; Reductive amination

Indexed keywords

ALDEHYDE DERIVATIVE; AMINE; KETONE DERIVATIVE; METHANOL; N METHYLPYRROLIDINE ZINC BOROHYDRIDE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

AMINATION; ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; ROOM TEMPERATURE; THIN LAYER CHROMATOGRAPHY;

EID: 57749093091     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.11.102     Document Type: Article

References (30)

1. Lane C.F. Synthesis (1975) 135
2. Abdel-Magid A.F., Carsone K.G., Harris B.D., Maryanoff C.A., and Shah R.D. J. Org. Chem. 61 (1996) 3849
3. Bomann M.D., Guch I.C., and Dimare M. J. Org. Chem. 60 (1995) 5995
4. Pelter A., Rosser R.M., and Mills S. J. Chem. Soc., Perkin Trans. 1 (1984) 717
5. Ranu B.C., Majee A., and Sarkar A. J. Org. Chem. 63 (1998) 370
6. Bhattacharyya S. J. Org. Chem. 60 (1995) 4928
7. Saxena I., Borah R., and Sarma J.C. J. Chem. Soc., Perkin Trans. 1 (2000) 503
8. Bhanushali M.J., Nandurkar N.S., Bhor M., and Bhanag B.M. Tetrahedron Lett. 48 (2007) 1273
9. Alinezhad H., and Ardestani E. Lett. Org. Chem. 4 (2007) 473
10. Bhattacharyya S. Synth. Commun. (1997) 4265
11. Heydari A., Arefi A., and Esfandyari M. J. Mol. Catal. A 274 (2007) 169
12. Alinezhad H., Tajbakhsh M., and Zamani R. Synlett (2006) 431
13. Firouzabadi H., Iranpoor N., and Alinezhad H. Bull. Chem. Soc. Jpn. 76 (2003) 143
14. Alinezhad H., Tajbakhsh M., and Salehian F. Synlett (2005) 170
15. Takashi I., Kazuhiro N., Michiko M., Hyroyuki I., Ayako K., and Akio O. Tetrahedron 60 (2004) 6649
16. Alinezhad H., Tajbakhsh M., and Salehian F. Monatsh. Chem. 136 (2005) 2029
17. Sato S., Sakamoto T., Miyazawa E., and Kikugava Y. Tetrahedron 60 (2004) 7899
18. 4 and evaporated. The crude product was purified by silica gel column chromatography with n-hexane/EtOAc as the eluent to afford the pure amine.
19. Tajbakhsh M., Lakouraj M.M., Mohanazadeh F., and Ahmadinejhad A. Synth. Commun. (2003) 229
20. Abdel-Magid A.F., and Maryanoff C.F. Synlett (1990) 537
21. Kim S., Oh C.H., Ko J.S., Ahn K.H., and Kim Y.J. J. Org. Chem. 50 (1985) 1927
22. Cho B.T., and Kang S.K. Synlett (2004) 1484
23. Varma R.S., and Dahiya R. Tetrahedron 54 (1998) 6293
24. Pin L., Jiangqing L., Gonghang L., and Xunjun Z. Youji Huaxue 6 (1986) 447
25. Gribble G.W., and Nutaitis C.F. Synthesis (1987) 709
26. Cho B.T., and Kang S.K. Tetrahedron 61 (2005) 5725
27. Hutchins R.O., and Markowitz M. J. Org. Chem. 46 (1981) 3574
28. Pelter A., and Rosser R.M. J. Chem. Soc., Perkin Trans. 1 (1984) 717
29. Gasc M.B., Perie J., and Lattes A. Tetrahedron 34 (1978) 1943
30. Abdel-Magid A.F., Maryanoff C.A., and Carson K.G. Tetrahedron Lett. 31 (1990) 5595