P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles

Larisa Politanskaya, Evgeny Tretyakov

Результат исследования: Научные публикации в периодических изданияхстатья

10 Цитирования (Scopus)

Аннотация

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 Me 3 Si-C≡C- moiety into a MeC(=O)- group in the presence of p -tolu ene sulfonic 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.

Язык оригиналаанглийский
Номер статьиss-2017-f0603-op
Страницы (с-по)555-564
Число страниц10
ЖурналSynthesis (Germany)
Том50
Номер выпуска3
DOI
СостояниеОпубликовано - 1 фев 2018

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