Shimotai Kanta, Sasamoto Ozora, Shigeno Masanori
Department of Biophysical Chemistry, Graduate School of Pharmaceutical Science, Tohoku University, AobaSendai 980-8578, Japan.
JST, PRESTO, KawaguchiSaitama332-0012, Japan.
Org Lett. 2025 Jan 10;27(1):352-356. doi: 10.1021/acs.orglett.4c04388. Epub 2024 Dec 20.
In this paper, we report that the use of an alkyl silyl carbonate reagent combined with CsF and 18-crown-6 facilitates efficient direct carboxylations of (hetero)aromatic C-H bonds. This system also enables benzylic carboxylation of a toluene derivative and double carboxylation of methyl heteroarene. The carbonate reagent is characterized by its ease of handling and storage. Moreover, we demonstrate the application of this system in C-labeling experiments.
在本文中，我们报道了使用烷基碳酸硅试剂与氟化铯和18-冠-6相结合，可促进（杂）芳族C-H键的高效直接羧基化反应。该体系还能实现甲苯衍生物的苄基羧基化反应以及甲基杂芳烃的双羧基化反应。碳酸酯试剂具有易于处理和储存的特点。此外，我们还展示了该体系在碳标记实验中的应用。
