Chemistry of acetylenic ethers 100: Dialkyl(methylthioethynyl)phosphine oxides; synthesis and reactions

The directiospecificity and stereochemistry of the addition of nucleophiles (Me2NH, MeS⊖ and MeO⊖), of electrophiles (HCl and H3O⊕) and of the free radical C2H5S to Me2P(O)CCSMe and Et2P(O)CCSMe have been studied. The structural assignment of the adducts was based on PMR (Table II); coupling constants 2JPH in R2P(O)CHCYZ decrease with increasing electronegativity of Y and Z.