Visible-Light-Promoted Selenofunctionalization of Alkenes

A visible-light-promoted method for the selenofunctionalization (and tellurofunctionalization) of alkenes has been developed. This method obviates the prepreparation of moisture-sensitive chalcogen electrophiles. The experimental setup is simple, and superior yields are obtained in the case of selenofunctionalization (up to 99%) while moderate to good yields are obtained in the case of tellurofunctionalization (53–75%). A variety of intra- and intermolecular processes and a short synthesis of the Amaryllidaceae alkaloid (±)-γ-lycorane are demonstrated with this method.

本研究开发了一种可见光促进的烯烃（alkenes）硒官能化（selenofunctionalization）及碲官能化（tellurofunctionalization）合成方法。该方法无需预先制备对水分敏感的硫族亲电试剂（chalcogen electrophiles），实验装置简便。其中硒官能化反应收率优异，最高可达99%；碲官能化反应则可获得中等至良好的收率，范围为53%~75%。该方法可应用于多种分子内及分子间反应过程，还可用于石蒜科生物碱（Amaryllidaceae alkaloid）(±)-γ-石蒜烷的简短合成。