PalladiumCatalyzed Cyclization of Enediynes

1
Palladium-Catalyzed Cyclization of
Enediynes Chia-Ying Lee, Ming-Jung
Wu, Graduate Institute of Pharmaceutical
Sciences, Kaohsiung Medical University, Kaohsiung
, Taiwan.Tel [phone] ext 2220 Fax
886-7-3125339 E-mail mijuwu_at_cc.kmu.edu.tw
Abstract
Several relative palladium-catalyzed reactions of
terminal alkynes with PdCl2 and CuCl2 were
reported.1 Recently, we found that treatment of
enediynes 1 with palladium chloride and copper
chloride in acetonitrile at 60 oC gave the
indenes 2 in 59-76 yields. It was observed that
reaction of compound 1 in the presence of ten
equivalents of MeOH under the same conditions
afforded compound 3 in 75 yields together with
compound 2 in 10 yields.
Figure 1. ORTEP Plots for X-ray crystal Structure
of 2b, 4a and 5
( 2b )
( 4a )
( 5b )
10 ( 50 )
2d
9

• Reference
• Li, J. H. Tang, S. Xie, Y. X. J. Org. Chem.
  2005, 70, 477-479.
• 2. (a) Chen, Z. Y. Wu M. J. Org. Lett. 2005, 7,
  475-477.(b) Lee, C. Y. Lin C. F. Lee, J. L.
  Chiu, C. C. Lu, W. D. Wu M. J. J. Org. Chem.
  2004, 69, 2106-2110. (c) Wu M. J. Lin C. F. Lu
  W. D. J. Org. Chem. 2002, 67, 5907. (d) Wu M. J.
  Lee J. Y. Lin C. F. Angew. Chem. Int. Ed. Engl.
  2002, 41, 4077. (e) Wu M. J. Lin C. F. Chen S.
  H. Org. Lett. 1999, 1, 767-768.