Electrode

Organic chemistry

Combinatorial chemistry

Surface modification

Isomerization

Catalysis

Physical chemistry

Chemistry

Chemoselectivity

Isothiocyanate

Functional group

Molecule

Polymer

Electrochemistry

Organic Letters

Selective C(sp3)-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.

Electrochemical Benzylic C(sp<sup>3</sup>)–H Isothiocyanation

Electrochemical Benzylic C(sp3)–H Isothiocyanation

Electrochemical Benzylic C(sp³)–H Isothiocyanation