Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China.
Chem Commun (Camb). 2018 Mar 27;54(26):3219-3222. doi: 10.1039/c8cc00238j.
A highly efficient direct C-H amination of BODIPYs has been accomplished through the Ag(i)-mediated nucleophilic addition of an amino radical to BODIPY at the C3- and/or C5-position and deprotonation processes under mild conditions. This protocol greatly streamlines the access to a variety of 3-aminated and 3,5-diaminated BODIPYs. The resulting BODIPYs with morpholine groups (3q and 4b) exhibit specific endoplasmic reticulum (ER)-localization capacities and negligible cytotoxicities, which would be potential ER-targeting reagents.
通过 Ag(i)介导的氨基自由基在温和条件下对 BODIPY 的 C3-和/或 C5-位的亲核加成和去质子化过程，实现了高效的直接 C-H 胺化。该方案大大简化了各种 3-胺化和 3,5-二胺化 BODIPY 的合成途径。带有吗啉基团的所得 BODIPY（3q 和 4b）具有特定的内质网（ER）定位能力和可忽略的细胞毒性，这将成为潜在的 ER 靶向试剂。
