DOI

The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete at room temperature within one hour. The synthetic potential, scope, and limitations of this reaction were illustrated by more than 70 examples. The proposed reaction mechanism invokes the formation of highly reactive CF3-propargyl cation intermediates that can be trapped at the two mesomeric positions by the intermolecular nucleophilic attack of an arene partner with a subsequent intramolecular ring closure.

Язык оригиналаанглийский
Номер статьи3079
ЖурналMolecules
Том23
Номер выпуска12
DOI
СостояниеОпубликовано - 25 ноя 2018

    Предметные области Scopus

  • Аналитическая химия
  • Химия (разное)
  • Молекулярная медицина
  • Фармация
  • Поиск новых лекарств
  • Физическая и теоретическая химия
  • Органическая химия

ID: 44002100