Double difunctionalization of a vinyl ether tethered hydroxy or carbamoyl group with electron-deficient alkenes such as acrylonitrile or acrylic esters was achieved by visible-light irradiation in a two-molecule photoredox system. Use of anhydrous acetonitrile solution as a solvent promoted both dimerization of the radical cation of electron-rich alkene with electron-rich alkene and intramolecular nucleophilic addition to generate an electron-rich radical that was added to electron-deficient alkene to furnish the double difunctionalized product. A variety of electronically differentiated rich and deficient alkenes were used in the photoreaction; a simple construction of a complex carbon framework containing acetal from simple alkenes was successful under mild conditions.

Graphical abstract

中文翻译：

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双分子光氧化还原体系中乙烯基醚系链亲核试剂与缺电子烯烃的双双官能化

通过在双分子光氧化还原系统中可见光照射，实现了乙烯基醚连接的羟基或氨基甲酰基与缺电子烯烃（例如丙烯腈或丙烯酸酯）的双双官能化。使用无水乙腈溶液作为溶剂促进了富电子烯烃的自由基阳离子与富电子烯烃的二聚以及分子内亲核加成以产生富电子自由基，该富电子自由基被添加到缺电子烯烃中以提供双双官能化产物。光反应中使用了多种电子分化的富烯烃和缺烯烃；在温和条件下成功地简单构建了包含简单烯烃缩醛的复杂碳骨架。

图形概要