MIDA boronate allylation – synthesis of ibuprofen

Phillips, D. , Brodie, G., Memarzadeh, S., Tang, G. L. and France, D. J. (2020) MIDA boronate allylation – synthesis of ibuprofen. RSC Advances, 10(51), pp. 30624-30630. (doi: 10.1039/D0RA03338C)

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Abstract

MIDA boronates are among the most useful reagents for the Suzuki–Miyaura reaction. This chemistry typically generates new bonds between two aromatic rings, thereby restricting access to important areas of chemical space. Here we demonstrate the coupling of MIDA boronates to allylic electrophiles, including a new synthesis of the well-known COX inhibitor ibuprofen.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Brodie, Mr Glen and France, Dr David and Memarzadeh, Ms Sarah and Phillips, Mr David
Authors: Phillips, D., Brodie, G., Memarzadeh, S., Tang, G. L., and France, D. J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:RSC Advances
Publisher:Royal Society of Chemistry
ISSN:2046-2069
ISSN (Online):2046-2069
Published Online:18 August 2020
Copyright Holders:Copyright © 2020 The Royal Society of Chemistry
First Published:First published in RSC Advances 10(51): 20624-30630
Publisher Policy:Reproduced under a Creative Commons License

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
190490Engineering and Physical Sciences Doctoral Training Grant 2012-16Mary Beth KneafseyEngineering and Physical Sciences Research Council (EPSRC)EP/K503058/1Research and Innovation Services