Denitrogenative Deuteration of Solid-Supported Triazenes

Significance

The solid-phase synthesis of deuterated arenes was described. Substituted ani­lines were converted into the immobilized tri­azenes through diazotization followed by the treatment with benzylamine resin. Thermal decomposition of the supported triazenes afforded the corresponding mono-deuterated and methoxy-d ₃ arenes in the presence of trifluoroacetic acid-d (TFA-d)-THF-d ₈ (method A), TFA-d-methanol-d ₄ (method B), and TFA-methanol-d ₄ (method C), ­respectively.