Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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An Efficient Synthesis of Nitriles from Aldoximes Using Diethyl Phosphorocyanidate under Mild Conditions

  • Received : 2012.07.07
  • Accepted : 2012.07.16
  • Published : 2012.10.20
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Abstract

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References

  1. Friedrich, K.; Wellenfels, K. The Chemisty of the Cyano Group; Wiley-Interscience: New York, 1970; p 67.
  2. Fatiadi, A. J. Preparation and Synthetic Applications of Cyano Compounds; Wiley: New York, 1983; p 1057.
  3. Luo, F.-T.; Jeevanadam, A. Tetrahedron Lett. 1998, 39, 9455. https://doi.org/10.1016/S0040-4039(98)02143-1
  4. Ducept, P. C.; Marsden, S. P. Synlett 2000, 692.
  5. Miller, J. S.; Manson, J. L. Acc. Chem. Res. 2001, 34, 563. https://doi.org/10.1021/ar0000354
  6. Brase, S.; Gil, C.; Knepper, K.; Zimmermann, V. Angew. Chem., Int. Ed. 2005, 44, 5188. https://doi.org/10.1002/anie.200400657
  7. Kukushkin, V. Y.; Pombeiro, A. J. L. Chem. Rev. 2002, 102, 1771. https://doi.org/10.1021/cr0103266
  8. Gaspar, B.; Carreira, E. M. Angew. Chem., Int. Ed. 2007, 46, 4519. https://doi.org/10.1002/anie.200700575
  9. Ellis, G. P.; Romney-Alexander, T. M. Chem. Rev. 1987, 87, 779. https://doi.org/10.1021/cr00080a006
  10. Kukushkimn, V. Y.; Tudela, D.; Pombeiro, A. J. L. Coord. Chem. Rev. 1996, 156, 333. https://doi.org/10.1016/0010-8545(95)01234-6
  11. Olah, G. A.; Vankar, Y. D.; Garcia-Luna, S. Synthesis 1979, 227.
  12. Kim, S.; Yi, K. Y. Tetrahedron Lett. 1986, 27, 1925. https://doi.org/10.1016/S0040-4039(00)84413-5
  13. Miller, C. P.; Kaufman, D. H. Synlett 2000, 1169.
  14. Yang, S. H.; Chang, S. Org. Lett. 2001, 3, 4209. https://doi.org/10.1021/ol0168768
  15. Singh, M. K.; Laksman, M. K. J. Org. Chem. 2009, 74, 3079. https://doi.org/10.1021/jo900100v
  16. Kim, H. S.; Kim, S. H.; Kim, J. N. Tetrahedron Lett. 2009, 509, 1717.
  17. Jiang, N.; Ragauskas, A. J. Tetrahedron Lett. 2010, 51, 4479. https://doi.org/10.1016/j.tetlet.2010.06.079
  18. Yamada, S.; Ikota, N.; Shioiri, T.; Tachibana, S. J. Am. Chem. Soc. 1975, 97, 7174. https://doi.org/10.1021/ja00857a042
  19. Iroko, N.; Hamada, Y.; Shioiri, T. Tetrahedron 1992, 48, 7251. https://doi.org/10.1016/S0040-4020(01)88264-8
  20. Mizuno, M.; Shioiri, T. Tetrahedron Lett. 1998, 39, 9209. https://doi.org/10.1016/S0040-4039(98)02099-1
  21. Lee, K.; Han, S.-B.; Yoo, E.-M.; Chung, S.-R.; Oh, H.; Hong, S. Synth. Commun. 2004, 34, 1775. https://doi.org/10.1081/SCC-120034158
  22. Prijs, B.; Lutz, A. H.; Erlenmeyer, H. Helv. Chim. Acta 1948, 31, 571. https://doi.org/10.1002/hlca.19480310237

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