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Basic Al2O3/PCl5 as an Efficient Reagent for the Direct Synthesis of Nitriles from Aldehydes under Solvent-Free Conditions

  • Published : 2005.06.20
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References

  1. Pagni, R. M.; Kobalka, G. W.; Boothe, R.; Gaetano, K.; Stewart, L. J.; Canawaya, R. J. Org. Chem. 1998, 63, 4477
  2. Posner, G. H. Angew. Chem., Int. Ed. Engl. 1978, 17, 487 https://doi.org/10.1002/anie.197804871
  3. McKillop, A.; Young, D. W. Synthesis 1979, 401
  4. Cornelis, A.; Laszlo, P. Synthesis 1985, 909
  5. Laszlo, P. Acc. Chem. Res. 1986, 19, 121 https://doi.org/10.1021/ar00124a004
  6. Cornelis, A.; Laszlo, P. In Chemical Reactions in Organic and Inorganic Constrained Systems; Setton, R., Ed.; Reider: Dordrecht, 1986; p 212
  7. Tennant, G. In Comprehensive Organic Chemistry; Barton, D.; Ollis, D. W.; Sutherland, I. O., Eds.; Pergamon Press: Oxford, 1979; Vol. 2, p 528
  8. Srinivas, K. V. N. S.; Bolla Reddy, E.; Das Biswanath Synlett 2002, 625
  9. Lai, G.; Bhamare, N. K.; Anderson, W. K. Synlett 2001, 230
  10. Janakiraman, M. N.; Watenpaugh, K. D.; Tomich, P. K.; Chong, K.-T.; Turner, S. R.; Tommasi, R. A.; Thaisrivongs, S.; Strohbach, J. W. Bioorg. Med. Chem. Lett. 1998, 8, 1237 https://doi.org/10.1016/S0960-894X(98)00197-8
  11. Kamal, A.; Arifuddin, M.; Rao, V. Synth. Commun. 1998, 28, 4507 https://doi.org/10.1080/00397919808004513
  12. Wittenberger, S. J.; Donner, B. G. J. Org. Chem. 1993, 58, 4139 https://doi.org/10.1021/jo00067a058
  13. Bailey, T. R.; Diana, G. D.; Kowalczyk, P. J.; Akullian, V.; Eissenstat, M. A.; Cutcliffe, D.; Mallamo, J. P.; Carabateas, P. M.; Pevear, D. C. J. Med. Chem. 1992, 35, 4628 https://doi.org/10.1021/jm00102a017
  14. Kadaba, P. K. Synthesis 1973, 71
  15. Gu, X.-H.; Wan, X.-Z.; Jiang, B. Bioorg. Med. Chem. Lett. 1999, 9, 569 https://doi.org/10.1016/S0960-894X(99)00037-2
  16. Chihiro, M.; Nagamoto, H.; Tekemura, I.; Kitano, K.; Komatsu, H.; Sekiguchi, K.; Tabusa, F.; Mori, T.; Tominaga, M.; Yabuuchi, Y. J. Med. Chem. 1995, 38, 353 https://doi.org/10.1021/jm00002a017
  17. Moody, C. J.; Doyle, K. J. Prog. Heterocyclic Chem. 1997, 9, 1 https://doi.org/10.1016/S0959-6380(97)80003-7
  18. Ducept, P. C.; Marsden, S. P. Synlett 2000, 692
  19. Jnaneshwara, G. K.; Deshpande, V. H.; Lalithambika, M.; Ravindranathan, T.; Bedekar, A. V. Tetrahedron Lett. 1998, 39, 459 https://doi.org/10.1016/S0040-4039(97)10575-5
  20. Fabiani, M. E. Drug News Perspect. 1999, 12, 207
  21. Friedrich, K.; Wallenfels, K. In The Chemistry of the Cyno Group; Rappoport, Z., Ed.; Interscince: New York, 1970; pp 92-93
  22. Foley, P. J. J. Org. Chem. 1969, 34, 2805 https://doi.org/10.1021/jo01261a087
  23. Olah, G. A.; Vankar, Y. D. Synthesis 1978, 702
  24. Olah, G. A.; Narang, S. C.; Garcia, L. A. Synthesis 1980, 659
  25. Meshram, H. M. Synthesis 1992, 943
  26. Ali, S. L.; Nikalje, M. D.; Dewkar, G. K.; Paraskar, A. S.; Sudalai, A. J. Chem. Res. (S) 2000, 30
  27. Bandgar, B. P.; Jagtap, S. R.; Ghodeshwar, S. B.; Wadgaonkar, P. P. Synth. Commun. 1995, 25(19), 2993 https://doi.org/10.1080/00397919508011431
  28. Narayan Rao, M.; Kumar, P.; Garyali, K. Org. Prep. Proceed. Int. 1989, 21, 230 https://doi.org/10.1080/00304948909356370
  29. Miller, C. P.; Kaufman, D. H. Synlett 2000, 8, 1169
  30. Bavendal, I. R.; Ley, S. V.; Sneddon, H. F. Synlett 2002, 5, 775
  31. Yadav, J. S.; Subba Reddy, B. V.; Madan, Ch. J. Chem. Res. (S) 2001, 190
  32. McAllister, G. D.; Wilfred, C. D.; Taylor, R. J. K. Synlett 2002, 8, 129
  33. Sharghi, H.; Sarvari, M. H. Tetrahedron 2002, 58, 10323 https://doi.org/10.1016/S0040-4020(02)01417-5
  34. Sharghi, H.; Sarvari, M. H. Synthesis 2003, 243
  35. Kumar, S. H. M.; Reddy, B. V.; Reddy, P. T.; Yadav, J. S. Synthesis 1999, 586
  36. Carotti, A.; Campagna, F. Synthesis 1979, 56

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