Atom-economic Reaction: Diselenides Reacted with Terminal Alkynes to Synthesize Alkynyl Selenides Catalyzed by Cesium Hydroxy and Promoted by Air

Abstract

Abstract: Under N₂ atmosphere and at room temperature, the reaction of diaryl diselenid(1.0 mmol) with terminal alkynes(2.2 mmol) catalyzed by cesium hydroxy gave exclusively (Z)-1,2-bis(arylseleno)-1-alkenes, but under air and at -10₀ ℃, the reaction gave alkyne selenides in 83%₉5% yields based on the selenium atoms. The method for the preparation of alkyne selenides has advantages of available starting materials and simple procedures. The reaction mechanism was proposed.

Key words: Catalysis, Atom-economy, Diaryl diselenide, Cesium hydroxide, Alkynyl selenide

CLC Number:

O627.6

TrendMD:

XU Xin-Hua, LU Rui-Liang, ZHANG Qiu-Lin, CHEN Xiong, LI Yan-Jie, ZHANG Qing-Li. Atom-economic Reaction: Diselenides Reacted with Terminal Alkynes to Synthesize Alkynyl Selenides Catalyzed by Cesium Hydroxy and Promoted by Air[J]. Chem. J. Chinese Universities, 2005, 26(2): 267.

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Atom-economic Reaction: Diselenides Reacted with Terminal Alkynes to Synthesize Alkynyl Selenides Catalyzed by Cesium Hydroxy and Promoted by Air

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