Tetrahedron letters

Reactions of alkynylselenonium salts with tetrabutylammonium halides: Apparent umpolung of alkynyl moiety

T Kataoka, S Watanabe, K Yamamoto

文献索引：Kataoka, Tadashi; Watanabe, Shin-ichi; Yamamoto, Keiichirou Tetrahedron Letters, 1999 , vol. 40, # 5 p. 931 - 934

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被引用次数: 12

摘要

The reactions of alkynylselenonium salts with n-Bu4NX (X= I, Br, Cl) in CH2Cl2 gave 1-halo- 1-alkynes or phenacyl halide derivatives and selenide, while the reaction with F− afforded a terminal alkyne and a selenoxide. Seemingly, the selenonium salts acted as alkynyl cations in the former case and as alkynyl anions in the latter case.