Removal of toluene-p-sulphonyl groups from sulphonamides. Part 4. Synthesis of phenylglyoxal imine monomers

Abstract

Syntheses and reactions of N-tosylphenacylamines with bases have been systematically examined. Monomeric C-methoxy-imines are available from some of these reactions. C-methoxyphenacylarylamines, made by two routes, were converted into monomeric imines on treatment with noble-metal catalysts. The boron trifluoridecatalysed reactions of aryl aldehydes with sulphonamides provide a new and convenient route to N-sulphonylarylimines.