Journal of Organic Chemistry 2009-04-17

Palladium-catalyzed cocyclotrimerization of allenes with arynes: selective synthesis of phenanthrenes.

Yi-Lin Liu, Yun Liang, Shao-Feng Pi, Xiao-Cheng Huang, Jin-Heng Li

Index: J. Org. Chem. 74(8) , 3199-202, (2009)

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Abstract

Palladium-catalyzed cocyclotrimerization of allenes with arynes has been developed for selectively synthesizing phenanthrenes. In the presence of [(allyl)PdCl](2) and P(o-tol)(3), a variety of allenes, including internal and terminal allenes, underwent the cocyclotrimerization with arynes to afford the corresponding phenanthrenes in moderate to good yields. The results showed the selectivity of the reaction based on allenes.