Electrochemical Benzylic C(sp 3 )–H Isothiocyanation

作者：Shanxue Zhang, Yu‐Feng Li, Tao Wang, Ming Li, Li‐Rong Wen, Weisi Guo · 发表于：Organic Letters · 年份：2022 · DOI：10.1021/acs.orglett.2c00415 · 被引用次数：48 · 研究领域：Sulfur-Based Synthesis Techniques、Radical Photochemical Reactions、Catalytic C–H Functionalization Methods

Selective C(sp 3 )–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 in situ isomerization of benzylic thiocyanates to isothiocyanates. Notably, the method exhibits high functional group compatibility and is suitable for late-stage functionalization of bioactive molecules.