Synthetic Application of Tris(methylthio)methyl Salt An Efficient Route to Trithioorthocarboxylic Esters from Strongly Activated Aromatic and Heteroaromatic Systems

Nine trithioorthocarboxylic esters were synthesized by reaction of tris(methylthio)methyl methyl sulfate or tetrafluoroborate with electron-rich aromatic and heteroaromatic compounds, i.e. N,N-dialkylarylamines, pyrroles, and indoles. The new procedure is simple and offers the following advantages: easy preparation of reagents; mild reaction conditions; possibility to introduce two tris(methylthio)methyl groups into the same ring, good to excellent yields.