Tetrahedron

Facile syntheses of various per-or polyfluoroalkylated internal acetylene derivatives

…, J Chae, M Kanda, G Nagai, K Tamura, T Ishihara…

Index: Konno, Tsutomu; Chae, Jungha; Kanda, Masashi; Nagai, Go; Tamura, Kazushige; Ishihara, Takashi; Yamanaka, Hiroki Tetrahedron, 2003 , vol. 59, # 38 p. 7571 - 7580

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Citation Number: 56

Abstract

Treatment of per-or polyfluoroalkylated vinyl iodides 5 with 2equiv. of n-BuLi in THF produced the corresponding lithium acetylides in situ, which were transformed into zinc acetylides by the addition of ZnCl2· TMEDA complex into the reaction mixture. The in situ generated zinc acetylides were exposed to the cross-coupling conditions such as ArI/cat. Pd (PPh3) 4, reflux, 6–12 h, giving rise to the desired per-or polyfluoroalkylated acetylenes in ...