Abstract
2-Cyanobenzophenones were synthesized by reaction of 2-bromobenzophenones with copper(I) cyanide in DMF, and their transformations involving acid hydrolysis of the cyano group were studied. Reactions of o-benzoylbenzonitriles with trifluoroacetic acid in the presence or in the absence of sulfuric acid afforded 3-hydroxyphthalimidines in high yields. Under analogous conditions, benzonitriles having no acyl group in the ortho position were converted to the corresponding benzamides. 2-Cyanobenzophenones reacted with sulfuric acid in the absence of trifluoroacetic acid to give only substituted anthraquinones.
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Original Russian Text © S.S. Mochalov, A.N. Fedotov, E.V. Trofimova, N.S. Zefirov, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 3, pp. 399–408.
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Mochalov, S.S., Fedotov, A.N., Trofimova, E.V. et al. o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group. Russ J Org Chem 54, 403–413 (2018). https://doi.org/10.1134/S1070428018030065
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DOI: https://doi.org/10.1134/S1070428018030065