Chelation-assisted alkylation of benzylamine derivatives by Ru0 catalyst

(Note: The full text of this document is currently only available in the PDF Version )

Chul-Ho Jun


Abstract

N-Benzyl-N-(3-methyl-2-pyridyl)amine 1 reacts with various alkenes via sp3 C–H bond cleavage by catalytic Ru3(CO)12 to give the corresponding alkylated products.


References

  1. R. H. Crabtree, Chem. Rev., 1985, 85, 245 CrossRef CAS.
  2. S. Cenini, F. Ragaini, S. Tollari and D. Paone, J. Am. Chem. Soc., 1996, 118, 11 964 CrossRef CAS; N. Chatani, T. Fukuyama, F. Kakiuchi and S. Murai, J. Am. Chem. Soc., 1996, 118, 493 CrossRef CAS; B. S. Jaynes and C. L. Hill, J. Am. Chem. Soc., 1995, 117, 4704 CrossRef CAS; F. Kakiuchi, Y. Tanaka, T. Sato, N. Chatani and S. Murai, Chem. Lett., 1995, 679 CAS; 1995, 682; E. J. Moore, W. R. Pretzer, T. J. O'Connell, J. Harris, L. LaBounty, L. Chou and S. S. Grimmer, J. Am. Chem. Soc., 1992, 114, 5888 Search PubMed; R. F. Jordan and D. F. Taylor, J. Am. Chem. Soc., 1989, 111, 778 CrossRef CAS; T. Sakakura and M. Tanaka, J. Chem. Soc., Chem. Commun., 1987, 758 CrossRef CAS; Y. Ishii, N. Chatani, F. Kakiuchi and S. Murai, Organometallics, 1997, 16, 3615 RSC.
  3. M. I. Bruce, Angew. Chem., Int. Ed. Engl., 1977, 16, 73 CrossRef.
  4. K. Carr, H. M. Saxton and J. K. Sutherland, J. Chem. Soc., Perkin Trans. 1, 1988, 1599 RSC; J. E. Baldwin, C. Najera and M. Yus, J. Chem. Soc., Chem. Commun., 1985, 126 RSC; J. E. Baldwin, R. H. Jones, C. Najera and M. Yus, Tetrahedron, 1985, 41, 699 CrossRef CAS; K. Carr and J. K. Sutherland, J. Chem. Soc., Chem. Commun., 1984, 1227 RSC.
  5. N. Fujii, F. Kakiuchi, N. Chatani and S. Murai, Chem. Lett., 1996, 939 CAS; Y.-G. Lim, J.-B. Kang and Y. H. Kim, Chem. Commun., 1996, 585 RSC; B. M. Trost, K. Imi and I. W. Davies, J. Am. Chem. Soc., 1995, 117, 5371 CrossRef CAS.
  6. C.-H. Jun, J.-B. Kang and J.-Y. Kim, J. Organomet. Chem., 1993, 458, 193 CrossRef CAS; J. W. Suggs, J. Am. Chem. Soc., 1979, 101, 489 CrossRef CAS.
  7. C.-H. Jun, H. Lee and J.-B. Hong, J. Org. Chem., 1997, 62, 1200 CrossRef CAS; J. W. Suggs, J. Am. Chem. Soc., 1978, 100, 640 CrossRef CAS.
  8. T. Fukuyama, N. Chatani, F. Kakiuchi and S. Murai, J. Org. Chem., 1997, 62, 5647 CrossRef CAS; N. Chatani, Y. Ie, F. Kakiuchi and S. Murai, J. Org. Chem., 1997, 62, 2604 CrossRef CAS; M. Sonoda, F. Kakiuchi, A. Kamatani, N. Chatani and S. Murai, Chem. Lett., 1996, 109 CAS; 1996, 111; F. Kakiuchi, S. Sekine, Y. Tanaka, A. Kamatani, M. Sonoda, N. Chatani and S. Murai, Bull. Chem. Soc. Jpn., 1995, 68, 62 Search PubMed; M. Sonoda, F. Kakiuchi, N. Chatani and S. Murai, J. Organomet. Chem., 1995, 504, 151 CAS; Y.-G. Lim, Y. H. Kim and J.-B. Kang, J. Chem. Soc., Chem. Commun., 1994, 2267 CrossRef CAS; S. Murai, F. Kakiuchi, S. Sekine, Y. Tanaka, A. Kamatani, M. Sonoda and N. Chatani, Nature, 1993, 336, 529 RSC.
  9. P. O. Stoutland, R. G. Bergman, S. P. Nolan and C. D. Hoff, Polyhedron, 1988, 7, 1429 CrossRef CAS.
  10. D. L. Reger, D. G. Garza and J. C. Baxter, Organometallics, 1990, 9, 873 CrossRef CAS.
Click here to see how this site uses Cookies. View our privacy policy here.