College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
College of Chemistry and Materials Science, Nanning Normal University, Nanning 530001, Guangxi, P. R. China.
Chem Commun (Camb). 2021 Sep 6;57(71):8969-8972. doi: 10.1039/d1cc03288g.
An unprecedented electrochemical heterodifunctionalization of α-CF alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond in a single operation. Consequently, a series of potentially medicinally valuable and densely functionalized α-trifluoromethyl-β-sulfonyl tertiary alcohols were assembled under mild conditions. Electrochemically-driven oxidative 1,2-difunctionlization of electron-deficient alkenes well obviates the need for oxidizing reagents, thus rendering this protocol more eco-friendly.
在这项工作中，首次实现了 α-CF 烯烃与苯磺酰肼的电化学异双官能化反应，其中在单个操作中同时在烯烃双键的两侧引入了β-磺酰基和α-羟基。因此，在温和条件下，成功地组装了一系列具有潜在药用价值和高度官能化的α-三氟甲基-β-磺酰基叔醇。电化学驱动的缺电子烯烃的氧化 1,2-双官能化很好地避免了对氧化剂的需求，从而使该方法更加环保。
