可见光诱导α-重氮酯的脱氮氧合反应构建α-氧代酰亚胺酯

Visible-Light-Induced Denitrification Oxygenation Reaction ofα-Diazoesters to Constructα-Oxyimido Esters

报道了一种可见光诱导下α-重氮酯与N-羟基邻苯二甲酰亚胺(NHI)的脱氮氧合反应构建α-氧代酰亚胺酯化合物的方法.该反应采用3W蓝色LEDs灯为可见光源,无需任何光催化剂,室温下在1,4-二氧六环溶剂中可以有效合成一系列α-氧代酰亚胺酯化合物.有趣的是,当四氢呋喃作为溶剂时,四氢呋喃参与的三组分开环产物可以获得中等至良好的收率.该反应放大到克级规模仍保持良好的反应效率,表明该方法具有合成α-氧代酰亚胺酯的实际应用潜力.

Visible-light-induced denitrification oxygenation reaction ofα-diazoesters with N-hydroxyimides to accessα-oxyimido esters has been developed.This reaction provides an efficient approach to synthesize a series of N-hydroxyimides at room temperature in 1,4-dioxane under irradiation of 3 W blue LED lamps without any photocatalyst.Interestingly,when tetrahydrofuran(THF)was used as the solvent,structurally diverseα-oxyimido esters could be rapidly and efficiently obtained through a three-component coupling reaction ofα-diazoesters,THF,and N-hydroxyimides.The reaction could conduct on a gram scale without a significant loss of reaction efficiency,indicating that this method could serve as a practical protocol to synthesizeα-oxyimido esters.