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Palladium-Catalyzed Selective Cross-Addition of Triisopropylsilylacetylene to Internal and Terminal Unactivated Alkynes

Naofumi Tsukada,* Satoshi Ninomiya, Yoshimi Aoyama and Yoshio Inoue

*Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan, Email:

N. Tsukada, S. Ninomiya, Y. Aoyama, Y. Inoue, Org. Lett., 2007, 9, 2919-2921.

DOI: 10.1021/ol071326g (free Supporting Information)


Dinuclear and mononuclear palladium complexes with N,N'-bis[2-(diphenylphosphino)phenyl]amidinate (DPFAM) as a ligand catalyzed the cross-addition of triisopropylsilylacetylene (TIPSA) to unactivated internal alkynes, giving enynes selectively. The reactions of TIPSA with several terminal alkynes also gave cross-adducts selectively, although the yields were moderate.

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ID: J54-Y2007-2480