Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: formation of dibenzoxanthenes, diarylmethanes, and calixarenes

2-(2-Hydroxynaphthalene-1-yl)pyrrolidine-1-carboxamides undergo ring opening in the presence of trifluoroacetic acid and 2-naphthol leading to the formation of new substituted dibenzoxanthenes. Reaction of 2-(2-hydroxynaphthalene-1-yl)pyrrolidine-1-carboxamides with polyatomic phenols at the same conditions was found leading to diarylmethane derivatives and calix[4]resorcinols with naphthyl fragment acting as a leaving group.

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