Metal-free trifunctionalization of phenylacetylenes: an efficient one-pot two-step synthesis of gem-bis(dithiocarbamates)

The synthesis of phenacyl-bis(dithiocarbamates) has been reported by metal-free trifunctionalization of phenylacetylene systems by following a one-pot two-step strategy. Phenyl acetylene undergoes molecular bromine-mediated oxidative bromination followed by nucleophilic substitution with the freshly prepared dithiocarbamate salt which is prepared by the prompt reaction of amine and CS2 in the presence of triethylamine base. A series of gem-bis(dithiocarbamates) are prepared using various secondary amines and phenylacetylene systems containing different substituents.

Automated summary

The synthesis of phenacyl-bis(dithiocarbamates) is achieved through a metal-free trifunctionalization reaction of phenylacetylene systems. This reaction involves oxidative bromination of phenyl acetylene followed by nucleophilic substitution with freshly prepared dithiocarbamate salt. Various gem-bis(dithiocarbamates) are prepared using different secondary amines and phenylacetylene systems with different substituents.