DOI

The reactions of 1-aryl-3-bromo-2,2-difluoropropan-1-ones [Ar(CO)CF2CH2Br] with various arenes Ar′H in the superacid TfOH at room temperature for 1–7 h result in the formation of products of hydroarylation of the carbonyl group, 1,1-diaryl-3-bromo-2,2-difluoropropan-1-ols [ArAr′C(OH)CF2CH2Br], in yields up to 85 %. The reaction with benzene goes deeper and leads to 1-aryl-3-bromo-2,2-difluoro-1,1-diphenylpropanes [ArCPh2CF2CH2Br] in good yields. Mainly, the bromomethyl group (CH2Br) of starting ketones remains untouched under the superacidic conditions. Cationic intermediates of the reaction have been studied by means of NMR spectroscopy. Plausible reaction mechanism is discussed.

Язык оригиналаанглийский
Страницы (с-по)5905-5911
Число страниц7
ЖурналEuropean Journal of Organic Chemistry
Том2019
Номер выпуска34
Дата раннего онлайн-доступа13 авг 2019
DOI
СостояниеОпубликовано - 15 сен 2019

    Предметные области Scopus

  • Физическая и теоретическая химия
  • Органическая химия

ID: 49830567