One?Pot Synthesis of Thiocarbamates

An efficient isocyanide-based synthesis of S-thiocarbamates was discovered and thoroughly investigated. The new reaction protocol is a one-pot procedure allows the direct conversion N-formamides into thiocarbamates by initial dehydration with p-toluene sulfonyl chloride to respective isocyanide subsequent addition sulfoxide component. Contrary recent literature, which also uses isocyanides as starting material, but other sulfur reagents than sulfoxides, in this protocol, no isolation purification component necessary, thus significantly decreasing environmental impact increasing efficiency synthesis. applied synthesize library sixteen thiocarbamates, applying four commercially available sulfoxides. Furthermore, experiments were conducted investigate mechanism. Finally, norbornene-based thiocarbamate monomers prepared controlled ring-opening metathesis polymerization (ROMP) reactions. polymers characterized size-exclusion chromatography (SEC) their properties investigated utilizing differential scanning calorimetry (DSC) thermogravimetric analysis (TGA).