电化学苄基C(sp)-H异硫氰酸酯化反应
Electrochemical Benzylic C(sp)-H Isothiocyanation.
作者信息
Zhang Shanxue, Li Yufeng, Wang Tao, Li Ming, Wen Lirong, Guo Weisi
机构信息
State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science & Technology, Qingdao 266042, China.
出版信息
Org Lett. 2022 Mar 4;24(8):1742-1746. doi: 10.1021/acs.orglett.2c00415. Epub 2022 Feb 24.
Selective C(sp)-H isothiocyanation represents a significant strategy for the synthesis of isothiocyanate derivatives. We report herein an electrochemical benzylic isothiocyanation in a highly chemo- and site-selective manner under external oxidant-free conditions. The high chemoselectivity is attributed to the facile isomerization of benzylic thiocyanates to isothiocyanates. Notably, the method exhibits high functional group compatibility and is suitable for late-stage functionalization of bioactive molecules.
选择性C(sp)-H异硫氰酸化反应是合成异硫氰酸酯衍生物的重要策略。本文报道了一种在无外部氧化剂条件下以高度化学和位点选择性方式进行的电化学苄基异硫氰酸化反应。高化学选择性归因于苄基硫氰酸酯易于异构化为异硫氰酸酯。值得注意的是，该方法具有高官能团兼容性，适用于生物活性分子的后期官能团化。
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