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Neue Synthesen durch Aktivierung tertiärer Carbonsäureamide mit Trifluormethansulfonsäureanhydrid
[thesis]
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
doi:10.18725/oparu-3313
fatcat:7rbsfxk2vfhxnldofgz6374dmu