o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group
| Autor: | Nikolay S. Zefirov, E. V. Trofimova, A. N. Fedotov, S. S. Mochalov |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Cyanide Organic Chemistry chemistry.chemical_element Sulfuric acid 010402 general chemistry 01 natural sciences Copper Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Group (periodic table) Anthraquinones Trifluoroacetic acid Acid hydrolysis Acyl group |
| Zdroj: | Russian Journal of Organic Chemistry. 54:403-413 |
| ISSN: | 1608-3393 1070-4280 |
| DOI: | 10.1134/s1070428018030065 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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