Эта публикация цитируется в 5 научных статьях (всего в 5 статьях)
ipso-Substitution of an Acyl group in Reactions of 3-Acyl-substituted Ethyl 7,8-Difluoro-5-oxo-5,9a-dihydropyrazolo[1,5-a]quinoline-4-carboxylates with Electrophilic Reagents
Аннотация:
Reactions of 3-acetyl-(benzoyl-) substituted 7,8-difluoro-5-oxo-5,9a-dihydropyrazolo[1,5-a]quinoline-4-carboxylates 1a,b with electrophilic reagents have been studied and reaction of 1a with methyl iodide in dry DMF in the presence of potassium carbonate results in the corresponding 5-methoxy derivative 2, in which the acetyl group at C–3 is easily substituted by a bromine atom. Treatment of 1a,b with bromine causes ipso-substitution of the acetyl (benzoyl) group accompanied by addition of the second bromine atom at position 4; a similar ipso-substitution of the acetyl group at C-3 has been observed on protonation of 1a with sulfuric acid.
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
Yu. A. Azev, S. V. Shorshnev, S. G. Alexeev, V. N. Charushin, O. N. Chupakhin, “ipso-Substitution of an Acyl group in Reactions of 3-Acyl-substituted Ethyl 7,8-Difluoro-5-oxo-5,9a-dihydropyrazolo[1,5-a]quinoline-4-carboxylates with Electrophilic Reagents”, Mendeleev Commun., 3:3 (1993), 99–100
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc5284
https://www.mathnet.ru/rus/mendc/v3/i3/p99
Эта публикация цитируется в следующих 5 статьяx:
A. A. Boteva, O. P. Krasnykh, “The methods of synthesis, modification, and biological activity of 4-quinolones (review)”, Chem Heterocycl Comp, 45:7 (2009), 757
E. V. Nosova, N. N. Mochul'skaya, S. K. Kotovskaya, G. N. Lipunova, V. N. Charushin, “Fluorinated benzazoles and benzazines”, Heteroatom Chemistry, 17:6 (2006), 579
El-Sayed H El-Ashry, El-Sayed I Ibrahim, Advances in Heterocyclic Chemistry, 84, 2003, 71
David Barrett, Hiroshi Sasaki, Takayoshi Kinoshita, Akihiko Fujikawa, Kazuo Sakane, “A novel synthesis of the pyrazolo[1,5-a]quinoline ring system. New N1-C2 bridged DNA gyrase inhibitors via a novel tandem 1,4-conjugate addition-Michael [3+2] annulation process”, Tetrahedron, 52:25 (1996), 8471
YU. A. AZEV, S. V. SHORSHNEV, S. G. ALEXEEV, V. N. CHARUSHIN, O. N. CHUPAKHIN, “ChemInform Abstract: ipso‐Substitution on an Acyl Group in Reactions of 3‐Acyl‐Substituted Ethyl 7,8‐Difluoro‐5‐oxo‐5,9a‐dihydropyrazolo(1,5‐a)quinoline‐4‐ carboxylates (I), (III) with Electrophilic Reagents.”, ChemInform, 25:33 (1994)
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