Tetrahedron

β-Trifluoromethyl-α-functionalized-vinyl sulfides as a potential synthetic intermediate

T Hanamoto, R Anno, K Yamada, K Ryu, R Maeda…

Index: Hanamoto, Takeshi; Anno, Ryoko; Yamada, Kenji; Ryu, Kousuke; Maeda, Ryoko; Aoi, Kazuya; Furuno, Hiroshi Tetrahedron, 2009 , vol. 65, # 14 p. 2757 - 2765

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Citation Number: 9

Abstract

The β-(trifluoromethyl) vinyl sulfides on treatment with n-BuLi/TMEDA at− 78° C were readily lithiated at an α-position of the sulfanyl group, and the generated β-trifluoromethyl-α- sulfanylvinyl anions were reacted with a variety of electrophiles to give the corresponding β- trifluoromethyl-α-functionalized-vinyl sulfides 4aa–4aq in good to excellent yields. The reactivity of some products has been examined. The palladium-catalyzed cross-coupling ...