p-Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles Научная публикация
| Журнал |
Synthesis
ISSN: 0039-7881 |
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| Вых. Данные | Год: 2018, Том: 50, Номер: 3, Страницы: 555-564 Страниц : 10 DOI: 10.1055/s-0036-1591504 | ||||
| Ключевые слова | alkynes; hydration; polyfluoroarenes; aryl methyl ketones; polyfluorinated azaheterocycles | ||||
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Реферат:
A simple and efficient approach to the synthesis of fluorinated amino-substituted acetophenones in good to excellent yields is reported. The heart of the proposed method consists of conversion of a Me3Si-C=C-moiety into a MeC(=O)-group in the presence of p-toluenesulfonic acid (p-TSA) passing a stage of ethynylaniline formation. The reaction is metal-free, proceeds under mild conditions, and uses readily available starting compounds (trimethylsilylarylacetylene derivatives). The reaction provides access to amino-substituted acetophenones, which may serve as precursors for the synthesis of polyfluorinated azaheterocycles, having potential anticarcinogenic activity.
Библиографическая ссылка:
Politanskaya L.
, Tretyakov E.
p-Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles
Synthesis. 2018. V.50. N3. P.555-564. DOI: 10.1055/s-0036-1591504 WOS Scopus РИНЦ
p-Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles
Synthesis. 2018. V.50. N3. P.555-564. DOI: 10.1055/s-0036-1591504 WOS Scopus РИНЦ
Даты:
| Опубликована online: | 25 окт. 2017 г. |
| Опубликована в печати: | 1 февр. 2018 г. |
Идентификаторы:
| Web of science | WOS:000422936300011 |
| Scopus | 2-s2.0-85032378694 |
| РИНЦ | 35505201 |
| OpenAlex | W2765740623 |