Reaction of Vinyl Selenides with Secondary Phosphines and Elemental Selenium: One-Pot Selective Synthesis of a New Family of Diselenophosphinic<i>Se</i>-Esters
作者:Alexander V. Artem'ev、Nataliya A. Chernysheva、Nina K. Gusarova、Svetlana V. Yas'ko、Jian-Hong Liao、C. W. Liu、Alexander I. Albanov、Boris A. Trofimov
DOI:10.1002/hc.21144
日期:2014.5
Alkyl vinyl selenides react with diverse secondary phosphines and elemental selenium in a 1.1:1:2 molar ratio (120–124°C, 20–40 min, 1,4-dioxane) to afford selectively earlier unknown diselenophosphinic Se-esters, R2P(Se)SeCH(Me)SeR´, in 82–99% yield. This three-component atom-economic reaction proceeds via intermediate formation of diselenophosphinic acid R2P(Se)SeH (generated from secondary phosphine
烷基乙烯基硒化物与多种仲膦和元素硒以 1.1:1:2 的摩尔比(120–124°C,20–40 分钟,1,4-二恶烷)反应,选择性地提供早期未知的二硒代膦硒酯,R2P( Se)SeCH(Me)SeR´,产率为 82-99%。这种三组分原子经济反应通过二硒代次膦酸 R2P(Se)SeH(由仲膦和硒生成)的中间体形成进行,它以马尔可夫尼科夫方式添加到乙烯基硒化物的双键上,得到目标产物。