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- Title
o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group.
- Authors
Mochalov, S. S.; Fedotov, A. N.; Trofimova, E. V.; Zefirov, N. S.
- 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.
- Subjects
CHEMICAL reactions; CYANIDES; DIMETHYLFORMAMIDE; HYDROLYSIS; TRIFLUOROACETIC acid; BENZAMIDE; SULFURIC acid; ANTHRAQUINONES
- Publication
Russian Journal of Organic Chemistry, 2018, Vol 54, Issue 3, p403
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428018030065