Thioamides from thioaldehydes

Without additional reagents Carboxylic acid thioamides from alkylidenephosphoranes via thioaldehydes... 

The reaction of thioaldehydes, generated from phosphonium ylides and sulphur with secondary amines such as dimethylamine, leads to thioamides. If the thioaldehydes possess a a-hydrogen atom enamines are produced (equation 103)326. 

It has long been known that 1,3-azoles can be assembled from a component providing the two heteroatoms, for example a thioamide or an amidine, and an a-haloketone, A more recent route employs the interaction between the anion of an isonitrile and an aldehyde, thioaldehyde or imine. 

Sulfur Transfer Reagent Alkyl sulfides can be formed from the corresponding alkyl halides using TMS2S. Thioaldehydes, thioketones (eq 3), thioamides, thioacid anhydrides, thioacyl-silanes, divinyl sulfides (eq 4), and thiranes (eq 5) are also produced from TMS2S and their respective carbonyl or alkenic compounds, in combination with the reagents shown. 

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