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Dipole stabilized carbanions in series of cyclic aldonitrones. Part I (1). Aldonitrones metallation and dimerization in LDA and n-Buli solutions Научная публикация

Журнал Heterocyclic Communications
ISSN: 0793-0283
Вых. Данные Год: 1998, Том: 4, Номер: 3, Страницы: 261-270 Страниц : 10 DOI: 10.1515/HC.1998.4.3.261
Авторы Voinov Maxim A. 1 , Grigor'ev Igor A. 1 , Volodarsky Leonid B. 1
Организации
1 (Scopus) Novosibirsk Inst. of Organ. Chem., Ave. akad. Lavrent'eva 9, 630090 Novosibirsk, Russian Federation

Реферат: Cyclic aldonitrones 1 (Figure 1) of pyrroline, 3-imidazoline and 2H-imidazole series was shown to be lithiated in LDA and n-BuLi ether solutions yielding dipole-stabilized carbanions 2. In the absence of an "external" electrophile the latter ones react with aldonitrone group of a non-metallated molecule to give dimer products with the structure depending on the initial nitrone structure. Nitrones with non-conjugated aldonitrone group 4a,b yield dinitrones 8a,b (Scheme 2), whereas conjugated nitrones 5a,b yield iminonitrones 10a,b (Schemë 3). Acyclic aldonitrone 7 (PBN) does not undergo lithiation under the same conditions, which is likely to be due to its Z-configuration.
Библиографическая ссылка: Voinov M.A. , Grigor'ev I.A. , Volodarsky L.B.
Dipole stabilized carbanions in series of cyclic aldonitrones. Part I (1). Aldonitrones metallation and dimerization in LDA and n-Buli solutions
Heterocyclic Communications. 1998. V.4. N3. P.261-270. DOI: 10.1515/HC.1998.4.3.261 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 янв. 1998 г.
Идентификаторы БД:
Web of science: WOS:000078255300010
Scopus: 2-s2.0-0032368875
РИНЦ: 13300188
OpenAlex: W2320567253
Цитирование в БД:
БД Цитирований
Scopus 13
Web of science 12
РИНЦ 13
OpenAlex 9
Альметрики: