MIDA boronate allylation-synthesis of ibuprofen

David Phillips; Glen Brodie; Sarah Memarzadeh; Gi Lum Tang; David J. France

doi:10.1039/d0ra03338c

MIDA boronate allylation-synthesis of ibuprofen

David Phillips, Glen Brodie, Sarah Memarzadeh, Gi Lum Tang, David J. France

Drug Discovery Unit

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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. This journal is

Original language	English
Pages (from-to)	30624-30630
Number of pages	7
Journal	RSC Advances
Volume	10
Issue number	51
DOIs	https://doi.org/10.1039/d0ra03338c
Publication status	Published - 18 Aug 2020

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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10.1039/d0ra03338cLicence: CC BY

Final Published VersionFinal published version, 622 KBLicence: CC BY

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author = "David Phillips and Glen Brodie and Sarah Memarzadeh and Tang, {Gi Lum} and France, {David J.}",

note = "Funding Information: Funding from the University of Glasgow and EPSRC to DP (DTA award ref: EP/K503058/1) is gratefully acknowledged. We also thank GlaxoSmithKline for samples from the New Methodology Expansion Set. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

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AU - Brodie, Glen

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AU - Tang, Gi Lum

AU - France, David J.

N1 - Funding Information: Funding from the University of Glasgow and EPSRC to DP (DTA award ref: EP/K503058/1) is gratefully acknowledged. We also thank GlaxoSmithKline for samples from the New Methodology Expansion Set. Publisher Copyright: © The Royal Society of Chemistry.

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Y1 - 2020/8/18

N2 - 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. This journal is

AB - 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. This journal is

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MIDA boronate allylation-synthesis of ibuprofen

Abstract

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