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

2010/01/20 by Magnus Rueping, Boris J. Nachtsheim · 1 citation
Chemistry · #Chemical Synthesis and Reactions #Synthesis of Indole Derivatives #Asymmetric Synthesis and Catalysis #Friedel–Crafts reaction #Chemistry #Alkylation #Catalysis #Organic chemistry #Propargyl #Enantioselective synthesis #Halide #Lewis acids and bases #Combinatorial chemistry

paper · pdf · doi:10.3762/bjoc.6.6

openalex publication_date 2010/01/20 · openalex created_date 2016/06/24 · openalex updated_date 2026/08/05

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.

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