Transition metal-free formal hydro/deuteromethylthiolation of unactivated alkenes
Transition metal-free formal hydro/deuteromethylthiolation of unactivated alkenes
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未活化烯烃的无过渡金属的正式加氢/氘代甲硫基化
DOI：
10.1039/d1ob00413a
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发表时间：
2021
影响因子：
3.2
通讯作者：
Lan-Gui Xie
中科院分区：
文献类型：
--
作者：
Shuangyang Chen;Jia Wang;Lan-Gui Xie
甲硫醚参与生物体中的甲硫基转移过程，因此其功能对生物体至关重要。在小分子中安装甲硫基的几种方法以前已经报道过;然而，从未活化的烯烃开始的程序是罕见的。本文报道了以三氟甲磺酸二甲基（甲硫基）硫鎓盐为催化剂，硼氢化钠/氘化钠为氢/氘源，烯烃的氢/氘代甲硫基化反应。该方法代表了由未活化烯烃合成甲硫醚的温和、无过渡金属和无甲硫醇的路线。
Methylthioether is involved in the methylthiotransfer process in organisms, and therefore its functionality is of paramount importance to living organisms. Several methods for the installation of the methylthio group in small molecules have been reported previously; however, procedures starting from unactivated alkenes are rare. Herein, we report a formal hydro/deuteromethylthiolation of alkenes by using dimethyl(methylthio)sulfonium trifluoromethanesulfonate as the stimulator and sodium borohydride/deuteride as the hydrogen/deuterium source. The process represents a mild,.transition metal-free and methanethiol-free route towards the synthesis of methylthioethers from unactivated alkenes.