Recent advances in KF/alumina promoted organic reactions

Current Organic Chemistry

Volumn 12, Issue 2, 2008, Pages 141-158

  Basu, Basudeb ^a   Das, Pralay ^a   Das, Sajal ^a  

^a UNIVERSITY OF NORTH BENGAL   (India)

Author keywords

Aldol Condensation; Aminopyrimidine; Arylation; Michael addition; Vesidryl synthesis

Indexed keywords

ADDITION REACTIONS; ALUMINUM OXIDE; CATALYSIS; CONDENSATION; CONDENSATION REACTIONS; FLUORINE COMPOUNDS; KETONES; MICROWAVE IRRADIATION; POTASSIUM COMPOUNDS; SURFACE REACTIONS;

ALDOL CONDENSATION; ALUMINA-PROMOTED; AMINOPYRIMIDINES; ARYLATIONS; BOND FORMING; HETEROGENEOUS PHASIS; MICHAEL ADDITIONS; ORGANIC REACTION; SYNTHETIC CHEMISTS; VESIDRYL SYNTHESIS;

ALUMINA;

EID: 39449110630     PISSN: 13852728     EISSN: None     Source Type: Journal    
DOI: 10.2174/138527208783330046     Document Type: Review

References (91)

1. (a) Kabalka, G. W.; Pagni, R. M. Tetrahedron, 1997, 53, 7999;
2. (b) Posner, G. H. Angew. Chem. Int. Ed. Engl., 1978, 17, 487.
3. (a) Yarnawaki, J,; Ando, T. Chem. Lett., 1979, 755;
4. (b) Clark, J. H. Chem. Rev., 1980, 80, 429.
5. Villemin, D.; Ricard M. Tetrahedron Lett., 1984, 25; 1059.
6. (a) Clark, J. H.; Macquarrie, D. J. Org Process Res. Dev., 1997, 1, 149.
7. Baba, T. Catal. Surv. Jpn., 2000, 4, 17;
8. (b) Kabashima, H.; Tsuji, H.; Nakata, S.; Tanaka. Y.; Hattori, H. Appl. Catal. A, 2000, 194-195, 227.
9. Blas, B. E. Tetrahedron, 2002, 58 9302.
10. Lopez, J.; Valente, J. S.; Clacens, J.-M.; Figueras, F. J Catal., 2002, 208, 30.
11. Climent, M. J.; Corma, A.; Iborra,. S.; Velty, A. J. Catal., 2004, 221, 474.
12. Climent, M. J.; Corma, A.; Iborra, S.; Velty, A. Green Chem., 2002, 4; 474.
13. Luzzio, F. A. Tetrahedron; 2001, 54, 915.
14. Melot, I.-M.; Texier-Boullet, F.; Foucad, A. Tetrahedron Lett., 1986, 27, 493.
15. Akutu, K; Kabashima, H.; Seki,' T.; Hattori, H. Appl. Catal. A Gen., 2003, 247, 65.
16. Wang; S. X.; Li, T. S.; Yang, W. Z., Li, T. S. Ultrason. Sonochem., 2002, 9, 159.
17. Wang, X. S.; Shi D. Q.; Yu, H. Z.; Wang, G. F.; Tu, S. J. Synth. Commun., 2004, 34, 509.
18. (a) Wang, X. S.; Zeng, Z. S.; Shi, D. Q.; Tu, S. J.; Wei, X. Y.; Zong, Z. M. Synth. Commun., 2005, 35, 1921;
19. (b) Wang, X. S.; Zeng, Z. S.; Shi, D. Q.; Wei, X.Y.; Zong, Z. M. Synth. Commun., 2004, 34, 4331.
20. Feng, Y. J.; Gao, Zhu, S. G.; Li, T. J.; Zhang, X. J.; Tu, S. J.; Shi, D. Q. J. Chem. Res., 2004, 402.
21. (a) Clark, J. H.; Cork, D. G.; Robertson, M. S. Chem. Lett., 1983, 1145;
22. (b) Hu, Q. S.; Hu, C. M. Chin. Chem. Lett., 1997, 8, 665;
23. (c) Kabashima, H., Tsuji, H.; Shibuya, T.; Hattori, H. J. Mol. Catal., 2000, 155, 23.
24. Shi, D.; Tu, S.; Yao, C.; Wang, X.; Wang, Y. Synth. Commun., 2002, 32, 3137.
25. Wang, X.S.; Shi, D.Q.; Tu, S. J.; Yao, C. S. Synth. Commun., 2003. 33, 119.
26. Basu, B.; Das, P.; Hossain, I. Synlett, 2004, 2224.
27. Basu, B.; Das, P.; Das, S. Unpublished results.
28. Clacens, J.-M.; Genuit, D.; Veldurthy, B.; Bergeret G.; Delmotte, L.; Garcia-Ruiz, A.; Figueras, F. Appl. Catal. B Environ., 2004, 53, 95.
29. Yang, L.; Xu, L.-W.; Xu, C.-G. Tetrahedron Lett., 2005, 46, 3279.
30. Marquez, H.; Plutin, A.; Rodriguez, Y.; Perez, E.; Loupy, A. Synth. Commun., 2000, 30, 1067.
31. Perreux, L.; Loupy, A.; Volatron, F. Tetrahedron, 2002, 58, 2155.
32. Chhikara, B. S.; Mishra, A. K.; Tandon, V. Heterocycles, 2004, 63, 1057.
33. Cativiela, C.; Fraile, J. M.; Garcia, J. I.; Lazaro, B.; Mayoral, J. A.; Pallares, A. Appl. Catal. A Gen., 2004, 274, 9.
34. Sharifi, A.; Mirzaei, M.; Naimi-Jamal, M. R. Synth. Commun., 2005, 35, 1039.
35. Lee, J. C.; Choi, J.-H.; Lee, J.S. Bull. Korean Chem. Soc., 2004, 25, 1117.
36. Rissafi, B.; Rachiqi, N.; Louzi, A. L.; Loupy, A.; Petit, A.; Fkih-Tetouani, S. Tetrahedron, 2001, 57, 276.
37. (a) Tius, M. A.; Busch-Petersen, J Synlett, 1991, 531;
38. (b) Smith, A. B. III; Beiger, J. J.; Davulcu, A. H.; Cox, J. M. Org. Synth. 2005, 82, 147.
39. Fortin, S.; Felix, D.; Deslongchamps, P. J. Org. Chem., 2002, 67, 5437.
40. Bhattacharya, A. K.; Thyagarajan, G. Chem. Rev., 1981, 81, 415.
41. Smith, M. B. Organic Synthesis, Mcgraw-Hill: New York, 1994.
42. Posner, G. H.; Johnson, R. J.; Whalen, M. J. Chem. Soc. Chem. Commun., 1972, 218;
43. Posner, G. H.; Gurria, G. M.; Bublak, K. A. J. Org. Chem., 1977, 42, 3173.
44. Yamawaki, J.; Kuwate, T. Ando, T.; Hanafusu, T. Bull. Chem. Soc. Jpn., 1983, 56, 1885.
45. Navratilova, H.; Kriz, Z. Potacek, M. Synth. Commun., 2004, 34, 2101.
46. Villemin, D.; Ben Alloum, A.; Thibault-Starzyk, F. Synth. Commun., 1992, 22, 1359.
47. Villemin, D.; Ben Alloum, A. Synth. Commun., 1992, 22, 310.
48. Villemin, D., Ricard, M. React. Kinet. Catal. Lett., 1994, 52, 255.
49. (a) Yadav, V. K.; Kapoor, K. K. Tetrahedron Lett., 1994, 35, 9481;
50. (b) Yadav, V. K.; Kapoor, K. K. Tetrahedron, 1996, 52, 369;
51. (c) Fraile, J. M.; Garcia, J. I.; Mayoral, J. A.; Figueras, F. Tetrahedron Lett., 1996, 37, 5995.
52. (a) Fraile, J. M.; Garcia, J. I.; Mayoral, J. A. Catal. Today, 2000, 57, 3.
53. (b) Fraile, J. M.; Garcia, J. I.; Marco, D., Mayoral, J. A. Appl. Catal. A Gen., 2001, 207, 239.
54. (a) Brieger, G.; Nestrick, T. J. Chem. Rev., 1974, 74, 67;
55. (b) Johnstone, R. A. W.; Wilby, A.H.; Entwistle, I.D. Chem. Rev. 1985, 85, 129;
56. (c) Noyori, R.; Yamanakawa, M., Hashiguchi, S. J. Org. Chem., 2001, 66, 7931 and references, cited therein.
57. Lopez, J.; Valente, J. S.; Clacens, J.-M., Figueras, F. J. Catal., 2002, 208, 30.
58. Kawanami, Y.; Yuasa, H.; Toriyama, F.; Yoshida, S.; Baba, T. Catal. Commun., 2003, 455.
59. (a) Latouche, R. Boulett, F. T.; Hamelin, J. Tetrahedron Lett., 1991, 32, 1179;
60. (b) Palomo, C.; Aizpurua, J. M.; Lopez, M. C.; Lecea, J. J. Chem. Soc. Perkin Trans. 1, 1989, 102.
61. (a) Li, L. -H.; Tius, M. A. Org. Lett., 2002, 4, 187;
62. (b) Tius, M. A. Tetrahedron, 2002, 58, 4343.
63. Ry, O.; Riahi, A.; Henin, F.; Muzart, J. Tetrahedron, 2000, 56, 8133.
64. (a) Ferroud, D.; Genet, J. P.; Muzart, J. Tetrahedron Lett., 1984, 25, 4379;
65. (b) Genet, J. P.; Grisoni, S. Tetrahedron Lett., 1986, 27, 416;
66. (c) Muzart, J., Chet, J. P.; Denis, A. J. J. Organomet. Chem., 1987, 326, C23.
67. Kabalka, G. W.; Pagni, R. M.; Hair, C. M. Org. Lett., 1999, 1, 1423.
68. Villemin, D.; Caillot. F, Tetrahedron Lett., 2001, 42, 89.
69. Goux, C.; Lhoste, P.; Sinou, D.; Muzart, J. Sulphur Lett., 1994, 18, 1.
70. Basu, B.; Das, P.; Bhuiyan, M. M. H.; Jha, S. Tetrahedron Lett., 2003, 44, 3817.
71. Tsuj, T. Palladium Reagents and Catalysis, Wiley, Chichester, 1995; pp. 422-449.
72. Estrine, B.; Soler, R.; Damez, C.; Braquillon, S.; Henin, F.; Muzart, J. Green Chem., 2003, 5, 66
73. (a) Wolfe, J. P.; Wagaw, S.; Marcoux, J. F.; Buchwald, S. L. Acc. Chem. Res., 1998, 31, 805;
74. (b) Muci, A. R Buchwald, S. L. Top. Curr. Chem., 2002, 219, 133;
75. (c) Wolfe, J. P.; Buchwald, S. L. J. Org. Chem., 1996, 61, 1133;
76. (d) Hartwig, J. F. Pure Appl. Chem., 1999, 71, 1417;
77. (e) Hartwig, J. F. Acc. Chem. Res., 1998, 31, 852.
78. Guram, A. S.; Rennels, R. A.; Buchwald, S. L. Angew. Chem. Int. Ed. Engl., 1995, 34, 1348.
79. Rivas, F. M.; Riaz, U.; Diver S. T. Tetrahedron Asymmetry, 2000, 11, 1703.
80. Basu, B.; Das, P.; Nanda, A. K.; Das, S.; Sarkar, S. Synlett, 2005, 1275.
81. Wagaw, S.; Buchwald, S. L. J. Org. Chem., 1996, 61, 7240.
82. Basu, B.; Jha, S.; Mridha, N. K.; Bhuiyan, M. M. H. Tetrahedron Lett., 2002, 43, 796.
83. (a) Kiyomori, A,; Marcoux, J-F.; Buchwald, S. L. Tetrahedron Lett., 1999, 40, 267;
84. (b) Kelkar, A. A.; Patil, N. M.; Chaudhari, R. V. Tetrahedron Lett., 2002, 43, 7143.
85. Chan, D. M. T.; Monaco, Wang, R. -P.; Winters, M. P. Tetrahedron Lett., 1998, 39, 2933.
86. (a) Lam, P. Y. S.; Clark, C. G.; Saubern, S.; Adams, J.; Winters, M. P.; Chan, D. M. T.; Combs, A. Tetrahedron Lett., 1998, 39, 2941;
87. (b) Combs, A.; Saubern, S.; Rafalski, M.; Lam, P. Y. S. Tetrahedron Lett., 1999, 40, 163;
88. (c) Lam, P. Y. S.; Clark, C. G. Saubern, S.; Adams, J; Averill, K.; Chan, D. M. T.; Combs, A. Synlett, 2000, 54;
89. (d) Evans, D. A.; Katz, J. L.; West, T. R. Tetrahedron Lett., 1998, 39, 2937;
90. (e) Collman, J. P.; Zhong, M.; Zeng, L.; Costanzo, S. J. Org. Chem., 2001, 66, 1528.
91. Das, P.; Basu, B. Synth.Commun., 2004, 34, 2177.