Electrochemical Oxidative Dehydrogenative Thioacylation of N -Heterocycles with CS 2 and Amines

An electrochemical strategy is developed for valorizing sulfur-rich carbon disulfide (CS 2 ) through thioacylation of nitrogen-containing heterocycles including carbazole and indole derivatives. This methodology employs CS 2 and amines as readily available precursors to construct dithiocarbamate structures, creating an efficient electrochemical platform for synthesizing diverse dithiocarbamate-functionalized N -heterocycles. The metal- and oxidant-free process facilitates sequential N–C and N–S bond formation, delivering target products in high yields. Significantly, the transformation exhibits remarkable regioselectivity, favoring exclusive N–S bond formation at the indole nitrogen atom while suppressing competing C–S bond generation at the C3 position. Mechanistic investigations involving controlled experiments and radical trapping studies indicate that the reaction proceeds via a radical-mediated pathway.