A review of new developments in the Friedel-Crafts alkylation - From green chemistry to asymmetric catalysis

Magnus Rueping*, Boris J. Nachtsheim

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

390 Scopus citations

Abstract

The development of efficient Friedel-Crafts alkylations of arenes and heteroarenes using only catalytic amounts of a Lewis acid has gained much attention over the last decade. The new catalytic approaches described in this review are favoured over classical Friedel-Crafts conditions as benzyl-, propargyl-and allyl alcohols, or styrenes, can be used instead of toxic benzyl halides. Additionally, only low catalyst loadings are needed to provide a wide range of products. Following a short introduction about the origin and classical definition of the Friedel-Crafts reaction, the review will describe the different environmentally benign substrates which can be applied today as an approach towards greener processes. Additionally, the first diastereoselective and enantioselective Friedel-Crafts-type alkylations will be highlighted.

Original languageEnglish (US)
Article number6
JournalBeilstein Journal of Organic Chemistry
Volume6
DOIs
StatePublished - Jan 20 2010

Keywords

  • Allyl alcohols
  • Arene
  • Asymmetric Friedel-Crafts reaction
  • Benzyl alcohols
  • Friedel-Crafts alkylation
  • Green chemistry
  • Hydroalkylation
  • Hydroarylation
  • Lewis-acid catalysis
  • Propargyl alcohols

ASJC Scopus subject areas

  • Organic Chemistry

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