ELECTROPHILIC AROMATIC SUBSTITUTION BY PUMMERER REACTION OF α-SULFINYLACETATE
Treatment of a mixture of aromatic compound and ethyl α-(methylsulfinyl)acetate (5) with p-toluenesulfonic acid under continuous removal of separated water brought about an intermolecular aromatic substitution to give ethyl α-(methylthio)arylacetate (6).S
Tamura, Y.,Choi, H.-D.,Shindo, H.,Uenishi, J.,Ishibashi, H.
On the thermal Pummerer rearrangement of substituted sulfoxides
Sulfoxides bearing thioester and ester groups at the position under heating at ca. 140C undergo Pummerer thermal rearrangement. However, for sulfonyl sulfoxide, a complex mixture of products is formed. Plausible mechanism is advanced(equation presented. 2013