Superacidic Activation of α,β-Unsaturated Amides and Their Electrophilic Reactions Научная публикация
| Журнал |
European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690 |
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| Вых. Данные | Год: 2004, Номер: 19, Страницы: 4039-4047 Страниц : 9 DOI: 10.1002/ejoc.200400313 | ||
| Ключевые слова | Electrophilic reactions, Superacids, Superelectrophilic activation | ||
| Авторы |
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| Организации |
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Реферат:
The electrophilic reactivity of α,β-unsaturated amides towards weak nucleophiles such as arenes and cyclohexane, initiated either with triflic acid (CF3SO3H) or with excess AlCl3, has been studied. The amides generally condense readily with aromatics in the presence of AlCl3 to give 3-arylpropionamides and related compounds in excellent yields, while some amides also undergo selective ionic hydrogenation with cyclohexane to give saturated amides. The proposed mechanism of these reactions involves dicationic intermediates (superelectrophiles). The direct observation of a dicationic species (by low-temperature NMR) is reported.
Библиографическая ссылка:
Koltunov K.Y.
, Walspurger S.
, Sommer J.
Superacidic Activation of α,β-Unsaturated Amides and Their Electrophilic Reactions
European Journal of Organic Chemistry. 2004. N19. P.4039-4047. DOI: 10.1002/ejoc.200400313 WOS Scopus РИНЦ CAPlusCA OpenAlex
Superacidic Activation of α,β-Unsaturated Amides and Their Electrophilic Reactions
European Journal of Organic Chemistry. 2004. N19. P.4039-4047. DOI: 10.1002/ejoc.200400313 WOS Scopus РИНЦ CAPlusCA OpenAlex
Даты:
| Поступила в редакцию: | 5 мая 2004 г. |
| Опубликована online: | 16 сент. 2004 г. |
| Опубликована в печати: | 1 окт. 2004 г. |
Идентификаторы БД:
| Web of science: | WOS:000224422600013 |
| Scopus: | 2-s2.0-5444246866 |
| РИНЦ: | 14666598 |
| Chemical Abstracts: | 2004:868559 |
| Chemical Abstracts (print): | 142:6117 |
| OpenAlex: | W2155494963 |