Abstract

We disclose a visible-light-promoted aerobic alkylation of activated C(sp³)–H bonds using pyrenedione (PYD) as the photocatalyst. Direct C–H bond alkylation of tetrahydrofuran with alkylidenemalononitriles is accomplished in over 90% yield in the presence of 5 mol% of PYD and 18 W blue LED light under ambient conditions. The substrate scope is extended to ethers, thioethers, and allylic C–H bonds in reactions with various electrophilic Michael acceptors. The catalytic turnover process is facilitated by oxygen. Our work represents the first example of using PYD as a photocatalyst to promote C(sp³)–H alkylation, revealing the unique character of PYD as a novel organophotocatalyst.

中文翻译：

---

使用吡啶酮作为光催化剂的C–H有氧功能化

摘要

我们公开了使用吡啶酮（PYD）作为光催化剂的可见光促进的活化C（sp ³）-H键的好氧烷基化。在环境条件下，在5 mol％PYD和18 W蓝色LED灯的存在下，四氢呋喃与亚烷基丙二腈的直接C–H键烷基化可实现90％以上的产率。在与各种亲电Michael受体的反应中，底物的范围扩展至醚，硫醚和烯丙基CH键。氧气促进了催化转化过程。我们的工作代表了使用PYD作为光催化剂来促进C（sp ³）-H烷基化的第一个例子，揭示了PYD作为新型有机光催化剂的独特特征。