Neue Synthesen durch Aktivierung tertiärer Carbonsäureamide mit Trifluormethansulfonsäureanhydrid [thesis]

Ralf Dettenrieder, Universität Ulm
2016
Treatment of propiolic acid amides with trifluoromethanesulfonic anhydride (Tf2O) leads to the formation of trifluoromethanesulfonyloxy iminium salts. These salts react with a further equivalent propiolic acid amide to bis(iminio)ether salts, which undergo a DDA-reaction. After hydrolysis 1-phenylnaphthalene-2,3-dicarboxamides were isolated in good yields. Treatment of alpha-diazo acetoamides with Tf2O leads to reactive alkenediazonium salts, which undergo an electrophilic aromatic substitution
more » ... with electron-rich aromatics to form the corresponding iminium triflates.
doi:10.18725/oparu-3313 fatcat:7rbsfxk2vfhxnldofgz6374dmu