Chemistry of Natural Compounds

, Volume 41, Issue 4, pp 385–387 | Cite as

Synthesis of New (±) Pterocarpans by Heck Oxyarylation

  • S. Sa e Sant'Anna
  • E. A. Evangelista
  • R. B. Alves
  • D. S. Raslan


Among a wide variety of synthetic routes to pterocarpan prototypes, a mild approach uses a reaction known as Heck oxyarylation. This method involves a reaction between 2H-chromenes and 2-chloromercuriophenols in the presence of Li2PdCl4.

Key words

pterocarpans 2H-chromenes Heck oxyarylation 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    A. L. Tokes, G. Litkei, K, Gulacsi, S. Antus, E. Baitz-Gacs, C. Szantay, and L. L. Darko, Tetrahedron, 55, 9283, (1999).CrossRefGoogle Scholar
  2. 2.
    T. A Engler, K. O. LaTessa, R. Iyengar, W. Chai, and K. Agrios, Bioorg. Med. Chem., 4, No.10, 1755, (1996).CrossRefPubMedGoogle Scholar
  3. 3.
    T. G. van Aardt, H.Van Resburg, and D. Ferreira, Tetrahedron, 55, 11773 (1999).CrossRefGoogle Scholar
  4. 4.
    T. A. Engler, K. O. Lynch, J. P. Reddy, and G. S. Gregory, Bioorg. Med. Chem., 3, No.6, 1299 (1993).CrossRefGoogle Scholar
  5. 5.
    A. J. M da Silva, A. L. Coelho, A. B. C. Simas, R. A. M. Moraes, D. A. Pinheiro, F. F. A. Z. Arruda, P. R. R. Costa, and P. A. Melo, Bioorg. Med. Chem. Lett., 14, 431 (2004).CrossRefPubMedGoogle Scholar
  6. 6.
    T. P. L. Maurich and G. Turchi, Mutat. Res., 561, 75 (2004).PubMedGoogle Scholar
  7. 7.
    F. Barrero, E. J. Alvarez-Manzaneda, and R. Chahboun, Tetrahedron, 54, 5635 (1998).CrossRefGoogle Scholar
  8. 8.
    B. A. Chauder, C. C. Lopes, R. S. C. Lopes, A. J. M. da Silva, and V. Snieckus, Synthesis, 279 (1998).Google Scholar
  9. 9.
    R. A. Lichetenfels, A. L. Coelho, and P. R. R. Costa, J. Chem. Soc. Perk. Trans. 1, 949 (1995).Google Scholar
  10. 10.
    J. C. Breytenbach and G. J. H. Rall, J. Chem. Soc. Perk. I, 1804 (1980).Google Scholar
  11. 11.
    J. A. Pearl, J. Am. Chem. Soc., 70, 2008 (1948).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • S. Sa e Sant'Anna
    • 1
  • E. A. Evangelista
    • 1
  • R. B. Alves
    • 1
  • D. S. Raslan
    • 1
  1. 1.Departamento de Química, Instituto de Ciências ExatasUniversidade Federal de Minas GeraisBelo Horizonte, MGBrazil

Personalised recommendations