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Reactions of aryl phenylacetates with nitriles in the presence of trifluoromethanesulfonic anhydride

Kudelko A., Zieliński W.

Polish Journal of Applied Chemistry

2008

Vol. 52, nr 3-4

123-130

A group of l-(2(4)-hydroxyphenyO-2-phenyl-l-ethanones has been synthesized by the reactions of an intramolecular Fnc-.s-rearrangement of the substituted aryl phenylacetates in the presence of equimolar amount of triflic anhydride. Simultaneously, in the case of esters strongly activated at the aryloxy part, isoquinolines were also obtained. The structures of products were confirmed by means of spectroscopic methods. Their pKa dissociation constants were also determined and analyzed on the basis of acid-base interactions.