Ghent University Academic Bibliography

Advanced

Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules

Enrico Marelli, Yohann Renault, Sunil V Sharma, Steven Nolan UGent and Rebecca JM Goss (2017) CHEMISTRY-A EUROPEAN JOURNAL. 23(16). p.3832-3836
abstract
The palladium-catalysed aqueous -arylation of ketones was developed and tested for a large variety of reaction partners. These mild conditions enabled the coupling of aryl/alkyl-ketones with N-protected halotryptophans, heterocyclic haloarenes, and challenging base-sensitive compounds. The synthetic potential of this new methodology for the diversification of complex bioactive molecules was exemplified by derivatising prochlorperazine. The methodology is mild, aqueous and flexible, representing a means of functionalizing a wide range of halo-aromatics and therefore has the potential to be extended to complex molecule diversification.
Please use this url to cite or link to this publication:
author
organization
alternative title
Mild, aqueous alpha-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules
year
type
journalArticle (original)
publication status
published
subject
keyword
amino acids, aqueous coupling, halogenated compounds, ketone arylation, palladium, CATALYZED ALPHA-ARYLATION, CROSS-COUPLING REACTIONS, ARYL CHLORIDES, REDUCTIVE ELIMINATION, PALLADIUM CATALYSTS, BOND FORMATION, AMINO-ACIDS, DERIVATIVES, COMPLEXES, FUNCTIONALIZATION
journal title
CHEMISTRY-A EUROPEAN JOURNAL
Chem.-Eur. J.
volume
23
issue
16
pages
3832 - 3836
Web of Science type
Article
Web of Science id
000397505400008
ISSN
0947-6539
1521-3765
DOI
10.1002/chem.201700680
language
English
UGent publication?
yes
classification
A1
copyright statement
I have transferred the copyright for this publication to the publisher
id
8536744
handle
http://hdl.handle.net/1854/LU-8536744
date created
2017-11-09 11:47:18
date last changed
2017-12-05 10:59:13
@article{8536744,
  abstract     = {The palladium-catalysed aqueous -arylation of ketones was developed and tested for a large variety of reaction partners. These mild conditions enabled the coupling of aryl/alkyl-ketones with N-protected halotryptophans, heterocyclic haloarenes, and challenging base-sensitive compounds. The synthetic potential of this new methodology for the diversification of complex bioactive molecules was exemplified by derivatising prochlorperazine. The methodology is mild, aqueous and flexible, representing a means of functionalizing a wide range of halo-aromatics and therefore has the potential to be extended to complex molecule diversification.},
  author       = {Marelli, Enrico and Renault, Yohann and Sharma, Sunil V and Nolan, Steven and Goss, Rebecca JM},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keyword      = {amino acids,aqueous coupling,halogenated compounds,ketone arylation,palladium,CATALYZED ALPHA-ARYLATION,CROSS-COUPLING REACTIONS,ARYL CHLORIDES,REDUCTIVE ELIMINATION,PALLADIUM CATALYSTS,BOND FORMATION,AMINO-ACIDS,DERIVATIVES,COMPLEXES,FUNCTIONALIZATION},
  language     = {eng},
  number       = {16},
  pages        = {3832--3836},
  title        = {Mild, aqueous \ensuremath{\alpha}-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules},
  url          = {http://dx.doi.org/10.1002/chem.201700680},
  volume       = {23},
  year         = {2017},
}

Chicago
Marelli, Enrico, Yohann Renault, Sunil V Sharma, Steven Nolan, and Rebecca JM Goss. 2017. “Mild, Aqueous Α-arylation of Ketones : Towards New Diversification Tools for Halogenated Metabolites and Drug Molecules.” Chemistry-a European Journal 23 (16): 3832–3836.
APA
Marelli, E., Renault, Y., Sharma, S. V., Nolan, S., & Goss, R. J. (2017). Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules. CHEMISTRY-A EUROPEAN JOURNAL, 23(16), 3832–3836.
Vancouver
1.
Marelli E, Renault Y, Sharma SV, Nolan S, Goss RJ. Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules. CHEMISTRY-A EUROPEAN JOURNAL. 2017;23(16):3832–6.
MLA
Marelli, Enrico, Yohann Renault, Sunil V Sharma, et al. “Mild, Aqueous Α-arylation of Ketones : Towards New Diversification Tools for Halogenated Metabolites and Drug Molecules.” CHEMISTRY-A EUROPEAN JOURNAL 23.16 (2017): 3832–3836. Print.