Novel strategies for the site-selective C-H functionalisation of arenes

Substituted arenes are ubiquitous frameworks within the pharmaceutical, agrochemical and materials science industry. These valuable motifs have traditionally been prepared by electrophilic or radical substitution reactions, e.g. Friedel-Crafts acylation, however, their synthesis has been revolutioni...

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Bibliographic Details
Main Author: Montgomery, Michelle
Published: University of Bristol 2015
Subjects:
547
Online Access:http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.690758
Description
Summary:Substituted arenes are ubiquitous frameworks within the pharmaceutical, agrochemical and materials science industry. These valuable motifs have traditionally been prepared by electrophilic or radical substitution reactions, e.g. Friedel-Crafts acylation, however, their synthesis has been revolutionised through the development of transition metal catalysed C-H functionalisatipn reactions. The palladium-catalysed direct arylation of estrone has been achieved using a carbamate directing group to create a modest library of 2-aryl-3-diethylcarbamate estrones. Cleavage of the carbamate directing group with lithium aluminium hydride affords the corresponding 2- arylestradiol.