Site-Selective Synthesis of N-Benzyl 2,4,6-Collidinium Salts by Electrooxidative C-H Functionalization.

N-alkylpyridinium salts are versatile pseudohalides for SET-mediated cross couplings. However, the common 2,4,6-triphenylpyridinium salt is plagued by poor atom economy and high cost of synthesis. Thus, there is a growing need for more practical scaffolds and innovative strategies for pyridinium salt formation. Herein, we report the synthesis of benzylic 2,4,6-collidinium salts via electrooxidative C-H functionalization. This method provides a complementary approach to tradtional strategies relying on substitution and condensation of prefunctionalized substrates.