Rare-earth (Ce3+, La3+, Sm3+, and RE3+) exchanged Na-Y zeolites and K-10 clay as solid acid catalysts for the synthesis of benzoxazole via Beckmann rearrangement of salicylaldoxime

Microporous and Mesoporous Materials

Volumn 96, Issue 1-3, 2006, Pages 55-64

  Thomas, Bejoy ^a   Sugunan, S ^a  

^a Department of Physics   (India)

Author keywords

Beckmann rearrangement; Benzoxazole; Br nsted acidity; Lewis acidity; Rare earth exchanged Na Y zeolites

Indexed keywords

AMORPHOUS MATERIALS; AROMATIC COMPOUNDS; CATALYSTS; HYDROLYSIS; SYNTHESIS (CHEMICAL); TEMPERATURE PROGRAMMED DESORPTION;

BECKMANN REARRANGEMENT; BENZOXAZOLE; BRÖNSTED ACIDITY; LEWIS ACIDITY;

ZEOLITES;

AMORPHOUS MATERIALS; AROMATIC COMPOUNDS; CATALYSTS; HYDROLYSIS; SYNTHESIS (CHEMICAL); TEMPERATURE PROGRAMMED DESORPTION; ZEOLITES;

EID: 33750314866     PISSN: 13871811     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.micromeso.2006.06.005     Document Type: Article

References (71)

1. Beckmann E. Chem. Ber. 19 (1886) 988
2. Hill R.K., and Chortyk O.T. J. Am. Chem. Soc. 84 (1962) 1064
3. Jones B. Chem. Rev. 35 (1944) 335
4. For a general discussion of atom economy in organic synthesis, see. Trost B.M. Science 254 (1991) 1471
5. Angew. Chem. Int. Ed. Engl. 34 (1995) 259 and references therein
6. Hölderich W.F. Catal. Today 62 (2000) 115
7. Clark J.H. Green Chem. 1 (1999) 1
8. Yadav G.D. Green Chem. 1 (1999) 269
9. Sheldon R.A. Pure Appl. Chem. 72 (2000) 1233
10. Sheldon R.A. Chem. Ind. 1 (1997) 12
11. Clark J.H. Pure Appl. Chem. 73 (2001) 103
12. Shouro D., Moriya Y., Nakajima T., and Mishima S. Appl. Catal. A: Gen. 198 (2000) 275
13. Curtin T., McMonagle J.B., and Hodnett B.K. Appl. Catal. A: Gen. 93 (1992) 75
14. Thangaraj A., Sivasanker S., and Ratnasamy P. J. Catal. 137 (1992) 252
15. Ko Y., Kim M.H., Kim S.J., Seo G., Uh Y.S., and Kim M.-Y. Chem. Commun. (2000) 829
16. Hölderich W.F., and Heitmann G. Catal. Today 38 (1997) 227
17. Heitmann G.P., Dahlhoff G., Niederer J.P.M., and Hölderich W.F. J. Catal. 194 (2000) 122
18. Sato S., Hasabe S., Sakurai H., Urabe K., and Izumi Y. Appl. Catal. 29 (1987) 107
19. Corma A., Garci{dotless}́a H., and Primo J. Zeolites 11 (1991) 593
20. Dai L.X., Hayasaka R., Iwaki Y., Koyano K.A., and Tatsumi T. Chem. Commun. (1996) 1071
21. Ichihashi H., Ishida M., Shiga A., Kitamura M., Suzuki T., Suenobu K., and Sugita K. Catal. Surv. Jpn. 7 (2003) 261
22. Meshram H.M. Synthesis (1992) 943
23. Rao M.N., Kumar P., and Garyali K. Org. Prep. Proc. Int. 21 (1989) 230
24. Takuwa T., Minowa T., Onishi J.Y., and Makaiyama T. Bull. Chem. Soc. Jpn. 77 (2004) 1717
25. Thomas B., Prathapan S., and Sugunan S. Micropor. Mesopor. Mater. 79 (2004) 21
26. Thomas B., Prathapan S., and Sugunan S. Micropor. Mesopor. Mater. 84 (2005) 137
27. Reser A., Leyshan L.J., Saunders D., Mijovic M.V., Bright A., and Bogie J. J. Am. Chem. Soc. 94 (1972) 2414
28. Stendly S. Surfactant Sci. Ser. 5 (1981) 729
29. Claussen V., and Harish H. Eur. Pat. Appl. 25 (1981) 136
30. Roussilhe J., Despax B., Lopez A., and Pailous N. J. Chem. Soc. Chem. Commun. (1982) 380
31. Roussilhe J. J. Org. Chem. 51 (1986) 672
32. Houpis I.N., Molina A., Lynch J., Reamer R.A., Volante R.P., and Reider P. J. Org. Chem. 58 (1993) 3176
33. Sato Y., Yamada M., Yoshida S., Soneda T., Ishikawa M., Nizato T., Suzuki K., and Konno F. J. Med. Chem. 41 (1998) 3015
34. Sato Y., Imai M., Amano M., Iwamatsu K., Konno F., Kurata Y., Sakakibara S., Hachisu M., Izumi M., Matsuki N., and Saito H. Biol. Pharm. Bull. 20 (1997) 752
35. Wolfe J.F., and Arnold A.F.E. Macromolecules 14 (1981) 909
36. Choe E.W., and Kim S.N. Macromolecules 14 (1981) 920
37. Desai R.D., Hunter R.F., and Khalidi A.R.K. J. Chem. Soc. (1934) 1186
38. Ramana D.V., and Kantharaj E. J. Chem. Soc. Perkin Trans. 2 (1995) 1497
39. Hiratani K., Uzawa H., Kasuga K., and Kambayashi H. Tetrahedron Lett. 38 (1997) 8993
40. Hiratani K., Kasuga K., Goto M., and Uzawa H. J. Am. Chem. Soc. 119 (1997) 12677
41. Roessner P., Steinberg K.H., and Winkler H. Zeolites 7 (1987) 47
42. Dutta P.K., Zaykoski R.E., and Thomson M.A. Zeolites 6 (1986) 423
43. Dalton D.B., and Foley H.G. J. Org. Chem. 38 (1973) 4200
44. Thomas B., and Sugunan S. Micropor. Mesopor. Mater. 72 (2004) 227
45. Thomas B., and Sugunan S. Indian J. Chem. 43A (2004) 2503
46. Benesi H.A. J. Catal. 28 (1973) 176
47. Jacobs P.A., and Heylen C.F. J. Catal. 34 (1974) 276
48. Satsuma A., Kamiya Y., Westi Y., and Hattori T. Appl. Catal. A: Gen. 194-195 (2000) 253
49. Knozinger H., Kriestberink A., and Ratnaswamy P. J. Catal. 48 (1977) 176
50. Catanach J., Wu E.L., and Venuto P.B. J. Catal. 11 (1968) 342
51. Dewing A., Monks G.T., and Youll B. J. Catal. 44 (1976) 226
52. Lok B.M., Marcus B.K., and Angell C.L. Zeolites 6 (1986) 185
53. Hirschler A.E. J. Catal. 2 (1963) 428
54. Donoghue E.O., and Barthomeuf D. Zeolites 6 (1986) 267
55. Chen Y.S., Guisnet M., Kern M., and Lemberton J.L.K. New J. Chem. 11 (1987) 623
56. Muscas M., Dutel J.F., Solinas V., Auroux A., and Taarit Y.B. J. Mol. Catal. A. Chem. 106 (1996) 169
57. Meriaudeau P., Taarit Y.B., Thangaraj A., de Almeida J.L.G., and Naccache C. Catal. Today 38 (1997) 243
58. Corma A. Chem. Rev. 95 (1995) 559
59. Camblor M.A., Corma A., Garci{dotless}́a H., Semmer-Herlédan V., and Valencia S. J. Catal. 177 (1998) 267
60. Thomas B., and Sugunan S. Ind. J. Chem. Sec. A 45 (2006) 648
61. R. Szostak, Molecular Sieves - Principles of Synthesis and Identification, Van Nostrand Reinhold Catalysis Series, 1989, p. 339.
62. Decanio S.J., Sohn J.R., Fritz P.O., and Lunsford J.H. J. Catal. 101 (1986) 132
63. Fleisch J.H., Meyers B.I., Ray G.J., Hall J.B., and Manshall C.L. J. Catal. 99 (1986) 117
64. Bremer H., Lohse U., Reschetilowski W., and Wendland K.P. Z. Anorg. Allg. Chem. 482 (1981) 235
65. Ngamcharussrivichai C., Wu P., and Tatsumi T. J. Catal. 227 (2004) 448
66. Lalitha A., Pitchumani K., Kannan P., and Srinivasan C. Tetrahedron 54 (1998) 15667
67. Masanobu K., Haruhiko T., Yasunao K., and Shigero O. Chem. Lett. 10 (1997) 997
68. Kalechitis G.V., and Rusak M.F.Z. Ob. Khimii. 562 (1986) 132
69. Kiyoshi O., Junichi M., and Akira M. J. Chem. Soc. Faraday Trans. I 77 (1981) 569
70. Kiyoshi O., Ryuji O., and Akira M. J. Catal. 50 (1977) 379
71. Kiyoshi O., and Akira M. J. Catal. 46 (1977) 71