Regiospecificity of nucleophilic substitution in 4,6-dinitro-1-phenyl-1H-indazole Научная публикация
| Журнал |
Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
||
|---|---|---|---|
| Вых. Данные | Год: 2004, Том: 53, Номер: 3, Страницы: 584-587 Страниц : 4 DOI: 10.1023/b:rucb.0000035642.41056.81 | ||
| Авторы |
|
||
| Организации |
|
Реферат:
The reactions of 4,6-dinitro-1-phenyl-1H-indazole with anionic nucleophiles RS– and N3 – lead to the regiospecific replacement of the nitro group at position 4. The reaction with N2H4·H2O + FeCl3 also results in reduction of only the 4-NO2 group. Based on this fact, a procedure was developed for the preparation of previously unknown 3-unsubstituted 4-X-6-nitro-1-phenyl-1H-indazoles (X is a residue of a nucleophile or NH2). Comparison of the data on the selective nucleophilic substitution (4-NO2 group) in 3-Z-1-aryl-4,6-dinitro-1H-indazoles shows that in the case of Z = H, the regiospecificity of substitution is determined by the electronic effect of the annelated pyrazole ring.
Библиографическая ссылка:
Starosotnikov A.M.
, Lobach A.V.
, Kachala V.V.
, Shevelev S.A.
Regiospecificity of nucleophilic substitution in 4,6-dinitro-1-phenyl-1H-indazole
Russian Chemical Bulletin. 2004. V.53. N3. P.584-587. DOI: 10.1023/b:rucb.0000035642.41056.81 WOS Scopus OpenAlex
Regiospecificity of nucleophilic substitution in 4,6-dinitro-1-phenyl-1H-indazole
Russian Chemical Bulletin. 2004. V.53. N3. P.584-587. DOI: 10.1023/b:rucb.0000035642.41056.81 WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000223566500013 |
| Scopus: | 2-s2.0-4043074218 |
| OpenAlex: | W2950010896 |