Transformation of Trifluorotoluenes Triggered by Titanium(IV) Chloride-Catalyzed Hydrodefluorination using Hydrosilanes

Takayuki Yamada, Kodai Saito, Takahiko Akiyama

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The titanium tetrachloride-catalyzed hydrodefluorination reaction of trifluorotoluene derivatives was developed using triethylsilane as the reducing agent. The reaction produced various toluene derivatives with high chemoselectivities by means of readily accessible reagents. This hydrodefluorination process was extended to the intramolecular Friedel-Crafts benzylation reaction, furnishing polycyclic aromatics of various ring sizes in good yields.

Original languageEnglish
Pages (from-to)62-66
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume358
Issue number1
DOIs
Publication statusPublished - 2016 Jan 7
Externally publishedYes

Keywords

  • carbon-fluorine bond
  • hydrocarbons
  • hydrodefluorination
  • hydrosilanes
  • transition metal catalysts

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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