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

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-, prop...

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Detalles Bibliográficos
Autores principales: Rueping, Magnus, Nachtsheim, Boris J
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2870981/
https://www.ncbi.nlm.nih.gov/pubmed/20485588
http://dx.doi.org/10.3762/bjoc.6.6
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author Rueping, Magnus
Nachtsheim, Boris J
author_facet Rueping, Magnus
Nachtsheim, Boris J
author_sort Rueping, Magnus
collection PubMed
description 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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spelling pubmed-28709812010-05-18 A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis Rueping, Magnus Nachtsheim, Boris J Beilstein J Org Chem Review 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. Beilstein-Institut 2010-01-20 /pmc/articles/PMC2870981/ /pubmed/20485588 http://dx.doi.org/10.3762/bjoc.6.6 Text en Copyright © 2010, Rueping and Nachtsheim https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Rueping, Magnus
Nachtsheim, Boris J
A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
title A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
title_full A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
title_fullStr A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
title_full_unstemmed A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
title_short A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
title_sort review of new developments in the friedel–crafts alkylation – from green chemistry to asymmetric catalysis
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2870981/
https://www.ncbi.nlm.nih.gov/pubmed/20485588
http://dx.doi.org/10.3762/bjoc.6.6
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