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^*

^*Corresponding author for this work

Chemical Science

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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.

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

Keywords

MIDA boronates
allylic electrophiles
COX inhibitor ibruprofen

Documents and Links

10.1039/D0RA03338C

Phillips, D. et al (2020) MIDA boronate allylation – synthesis of ibuprofen
This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Final published version, 622 KBLicence: CC BY

Cite this

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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.",

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AU - Phillips, David

AU - Brodie, Glen

AU - Memarzadeh, Sarah

AU - Tang, Gi Lum

AU - France, David J.

PY - 2020/8/18

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.

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.

KW - MIDA boronates

KW - allylic electrophiles

KW - COX inhibitor ibruprofen

U2 - 10.1039/D0RA03338C

DO - 10.1039/D0RA03338C

M3 - Article

VL - 10

SP - 30624

EP - 30630

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

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ER -

MIDA boronate allylation – synthesis of ibuprofen

Abstract

Keywords

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