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Iodine-Mediated Vicinal Difunctionalization of Alkenes: A Convenient Method for Building C–Se and C–S Bonds
Synlett ( IF 1.7 ) Pub Date : 2018-05-30 , DOI: 10.1055/s-0037-1610145
Jie Yan 1 , Junxing Wang 1 , Weijian Sheng 1
Affiliation  

A novel I2-mediated procedure is developed for building C–Se and C–S bonds simultaneously from alkenes, diselenides and sodium dithiocarbamates. This difunctionalization of alkenes is carried out in the presence of I2 and air, and exhibits good characteristics such as being transition-metal-free, requiring mild reaction conditions and simple procedures. The approach provides the product β-selanylethyl dithiocarbamates with high regioselectivity and in good yields. A plausible electrophilic addition mechanism is hypothesized.

中文翻译:

碘介导的烯烃邻位双官能化:一种构建 C-Se 和 C-S 键的便捷方法

开发了一种新的 I2 介导程序,用于从烯烃、二硒化物和二硫代氨基甲酸钠同时构建 C-Se 和 C-S 键。这种烯烃的双官能化是在 I2 和空气存在下进行的,并表现出良好的特性,例如不含过渡金属,反应条件温和,程序简单。该方法提供了具有高区域选择性和良好产率的产物 β-硒基乙基二硫代氨基甲酸酯。假设了一种合理的亲电加成机制。
更新日期:2018-05-30
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