Highly efficient promoted zirconia solid acid catalysts for synthesis of α-aminonitriles using trimethylsilyl cyanide

Journal of Molecular Catalysis A: Chemical

Volumn 307, Issue 1-2, 2009, Pages 154-159

  Reddy, Benjaram M ^a   Thirupathi, Boningari ^a   Patil, Meghshyam K ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Mechanism of reaction; Multicomponent reaction (MCR); Solid acid; Strecker synthesis; Sulfated zirconia

Indexed keywords

AMINONITRILES; CATALYTIC AMOUNTS; ENVIRONMENTAL-FRIENDLY; GENERAL METHOD; MULTI-COMPONENT REACTIONS; MULTICOMPONENT REACTION (MCR); PRODUCT ISOLATION; REACTION MECHANISM; ROOM TEMPERATURE; SOLID ACID; SOLID ACID CATALYSTS; STRECKER SYNTHESIS; SULFATED ZIRCONIA; TRIMETHYLSILYL CYANIDE;

ACIDS; ALDEHYDES; AMINES; CATALYSIS; CATALYSTS; CYANIDES; KETONES; REACTION KINETICS; REUSABILITY; STRATEGIC PLANNING; ZIRCONIA;

SYNTHESIS (CHEMICAL);

EID: 67349207814     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2009.03.022     Document Type: Article

References (55)

1. Marek I. Tetrahedron 61 (2005) 11309
2. Zhu J., and Bienaymé H. Multicomponent Reactions (2005), Wiley-VCH, Weinheim
3. Dömling A., and Ugi I. Angew. Chem. Int. Ed. 39 (2000) 3168-3210
4. Reddy B.M., and Patil M.K. Curr. Org. Chem. 12 (2008) 118-140
5. Reddy B.M., Patil M.K., Reddy B.T., and Park S.-E. Catal. Commun. 9 (2008) 950-954
6. Reddy B.M., Patil M.K., Rao K.N., and Reddy G.K. J. Mol. Catal. A: Chem. 258 (2006) 302-307
7. Reddy B.M., and Sreekanth P.M. Tetrahedron Lett. 44 (2003) 4447-4449
8. Reddy B.M., Patil M.K., and Reddy B.T. Catal. Lett. 125 (2008) 97-103
9. Reddy B.M., Patil M.K., and Reddy B.T. Catal. Lett. 126 (2008) 413-418
10. Paraskar S., and Sudalai A. Tetrahedron Lett. 47 (2006) 5759-5762
11. De S.K., and Gibbs R.A. Tetrahedron Lett. 45 (2004) 7407-7408
12. Su J.T., Vachal P., and Jacobsen E.N. Adv. Synth. Catal. 343 (2001) 197-200
13. De S.K. J. Mol. Catal. A: Chem. 225 (2005) 169-171
14. Ranu B.C., Dey S.S., and Hajra A. Tetrahedron 58 (2002) 2529-2532
15. Rueping M., Sugiono E., and Moretha S.A. Adv. Synth. Catal. 349 (2007) 759-764
16. North M. Angew. Chem. Int. Ed. 43 (2004) 4126-4128
17. Murahashi S.I., Komiya N., Terai H., and Nakae T. J. Am. Chem. Soc. 125 (2003) 15312-15313
18. Kobayashi S., Busujima T., and Nagayama S. Chem. Commun. (1998) 981-982
19. Narasimhulu M., Reddy T.S., Mahesh K.C., Reddy S.M., Reddy A.V., and Venkateswarlu Y. J. Mol. Catal. A: Chem. 264 (2007) 288-292
20. Royer L., De S.K., and Gibbs R.A. Tetrahedron Lett. 46 (2005) 4595-4597
21. Fetterly B.M., Jana N.K., and Verkade J.G. Tetrahedron 62 (2006) 440-456
22. Yadav J.S., Subba Reddy B.V., Eeshwaraian B., and Srinivas M. Tetrahedron 60 (2004) 1767-1771
23. Karimi B., and Safari A.A. J. Organomet. Chem. 693 (2008) 2967-2970
24. Arefi H.A., Khaksar S., and Shiroodi R.K. J. Mol. Catal. A: Chem. 271 (2007) 142-144
25. Yadav J.S., Reddy B.V.S., Eeshwaraiah B., Srinivas M., and Vishnumurthy P. N. J. Chem. 27 (2003) 462-465
26. Martinez R., Ramon D.J., and Yus M. Tetrahedron Lett. 46 (2005) 8471-8474
27. Strecker A. Ann. Chem. Pharm. 75 (1850) 27-45
28. Huang X., Huang J., Wen Y., and Feng X. Adv. Synth. Catal. 348 (2006) 2579-2584
29. Akiyama T., Saitoh Y., Morita H., and Fuchibe K. Adv. Synth. Catal. 347 (2005) 1523-1528
30. March J. Advanced Organic Chemistry. 4th ed. (1999), Wiley, New York pp. 965-966
31. Dyker G. Angew. Chem. Int. Ed. 36 (1997) 1700-1702
32. Gonzailez-Vera J.A., Garcia-Lopez M.T., and Herranz R. J. Org. Chem. 70 (2005) 3660-3666
33. Shafran Y.M., Bakulev V.A., and Mokrushin V.S. Russ. Chem. Rev. 58 (1989) 148-162
34. Enders D., and Shilvock J.P. Chem. Soc. Rev. 29 (2000) 359-373
35. Weinstock L.M., Davis P., Handelsman B., and Tull R.A. J. Org. Chem. 32 (1967) 2823-2829
36. Matier W.L., Owens D.A., Comer W.T., Deitchman D., Ferguson H.C., Seidehamel R.J., and Young J.R. J. Med. Chem. 16 (1973) 901-908
37. Duthaler R.O. Tetrahedron 50 (1994) 1539-1650
38. Ramon D.J., and Yus M. Angew. Chem. Int. Ed. 44 (2005) 1602-1634
39. G. Helmchen, R.W. Hoffmann, J. Mulzer (Eds.), Thieme: Stuttgart, 1996, vol. 3, p. 1931.
40. Groger H. Chem. Rev. 103 (2003) 2795-2828
41. Harusawa S., Hamada Y., and Shioiri T. Tetrahedron Lett. 20 (1979) 4663-4666
42. Kobayashi S., Nagayama S., and Busujima T. Tetrahedron Lett. 37 (1996) 9221-9225
43. Heydari A., Fatemi P., and Alizadeh A. Tetrahedron Lett. 39 (1998) 3049-3050
44. Reddy B.M., Sreekanth P.M., and Lakshmanan P. J. Mol. Catal. A: Chem. 237 (2005) 93-100
45. Reddy B.M., Patil M.K., and Lakshmanan P. J. Mol. Catal. A: Chem. 256 (2006) 290-294
46. Patil M.K., Keller M., Reddy B.M., Pale P., and Sommer J. Eur. J. Org. Chem. (2008) 4440-4445
47. Reddy B.M., Sreekanth P.M., and Reddy V.R. J. Mol. Catal. A: Chem. 225 (2005) 71-78
48. Reddy B.M., Patil M.K., Reddy G.K., Reddy B.T., and Rao K.N. Appl. Catal. A: Gen. 332 (2005) 183-191
49. Stout D.M., Black L.A., and Matier W.L. J. Org. Chem. 48 (1983) 5369-5373
50. Ojima I., and Inaba S. Chem. Lett. 4 (1975) 737-740
51. Anh N.T., and Eisenstein O. Nouv. J. Chem. 1 (1977) 61-70
52. Houk K.N., and Wu Y.-D. J. Am. Chem. Soc. 109 (1987) 906-908
53. Polniaszek R.P., Belmont S.E., and Alvarez R. J. Org. Chem. 55 (1990) 215-223
54. Broeker J.L., Hoffmann R.W., and Houk K.N. J. Am. Chem. Soc. 113 (1991) 5006-5017
55. Chakraborty T.K., Azhar Hussain K., and Reddy G.V. Tetrahedron 51 (1995) 9179-9190