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  4. Room-Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents
 
research article

Room-Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents

Le Vaillant, Franck  
•
Courant, Thibaut  
•
Waser, Jerome  
2015
Angewandte Chemie International Edition

Alkynes are used as building blocks in synthetic and medicinal chemistry, chemical biology, and materials science. Therefore, efficient methods for their synthesis are the subject of intensive research. Herein, we report the direct synthesis of alkynes from readily available carboxylic acids at room temperature under visible-light irradiation. The combination of an iridium photocatalyst with ethynylbenziodoxolone (EBX) reagents allowed the decarboxylative alkynylation of carboxylic acids in good yields under mild conditions. The method could be applied to silyl-, aryl-, and alkyl- substituted alkynes. It was particularly successful in the case of alpha-amino and alpha-oxo acids derived from biomass.

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Type
research article
DOI
10.1002/anie.201505111
Web of Science ID

WOS:000363389400038

Author(s)
Le Vaillant, Franck  
Courant, Thibaut  
Waser, Jerome  
Date Issued

2015

Publisher

Wiley-Blackwell

Published in
Angewandte Chemie International Edition
Volume

54

Issue

38

Start page

11200

End page

11204

Subjects

alkynes

•

amino acids

•

carboxylic acids

•

hypervalent iodine

•

photocatalysis

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCSO  
Available on Infoscience
December 2, 2015
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/121241
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