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Electrochemical Benzylic C(sp 3 )-H Isothiocyanation.

Shanxue ZhangYufeng LiTao WangMing LiLi-Rong WenWeisi Guo
Published in: Organic letters (2022)
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.
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