DOI

The reaction of TMS-ethers of 2,4-diaryl-1,1,1-trifluorobut-3-en-2-ols with arenes in TfOH at room temperature for 5 min results in the formation of trans-/cis-1,3-diaryl-1-trifluoromethyl indanes in good yields (up to 99%). The predominant or exclusive formation of indanes with a trans-configuration of 1,3-diaryl groups has been observed. The reaction proceeds through an intermediate formation of the corresponding mesomeric CF3-allyl cations. A plausible reaction mechanism is discussed.

Original languageEnglish
Pages (from-to)3264-3268
Number of pages5
JournalOrganic Chemistry Frontiers
Volume6
Issue number18
DOIs
StatePublished - 21 Sep 2019

    Scopus subject areas

  • Organic Chemistry

    Research areas

  • Aromatic hydrocarbons, Ethers, Allyl alcohols, Intermediate formation, Mesomeric, Reaction mechanism, Trans configuration, Reaction intermediates, TRIFLUOROMETHYLATED ALLYL ALCOHOLS, INDENES, CYCLIZATION

ID: 49830479