Isocyanides are the only class of organic compounds which possess a divalent carbon. They react like a geminal nucleophilic/ electrophilicelectrophilic synthon with oxidation of the C(II) atom to C(IV), which parallels to the chemistry of carbenes and carbon monoxide.
Most commonly method for the synthesisSome of the most common methods for synthesizing isocyanides isinvolve the dehydration of formamideformamides. Various dehydrateddehydrating agents (Phosphenephosgene, POCl3phosphorus oxychloride) are used in the presence of a base (pyridine/TEA). In the follow reaction, however:
I can't ableI'm unable to understand the role of p-TsCl, and also can't able to figurework out the reaction mechanism.