School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, China.
Org Lett. 2021 Mar 5;23(5):1577-1581. doi: 10.1021/acs.orglett.0c04287. Epub 2021 Feb 17.
β,γ-Unsaturated esters are building blocks in biologically important compounds, pharmaceuticals, and natural products. Because the current synthetic methods often require transition-metal catalysts or lack general variants, we herein describe a simple NaI-involved photoinduced deaminative alkenylation for their synthesis in the absence of photocatalysts and additives. The density functional theory study unveils that the electrostatic interaction of NaI with Katritzky salts is the key to forming the photoactive electron donor-acceptor complex, thus leading to the alkyl radicals for the alkenylation.
β,γ-不饱和酯是生物重要化合物、药物和天然产物的结构单元。由于目前的合成方法通常需要过渡金属催化剂或缺乏通用变体，因此我们在此描述了一种简单的 NaI 参与的光诱导脱氨烯丙基化反应，可在无光催化剂和添加剂的情况下合成这些化合物。密度泛函理论研究表明，NaI 与 Katritzky 盐之间的静电相互作用是形成光活性电子给体-受体配合物的关键，从而导致烯丙基化的烷基自由基。
