Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules
Abstract
The palladium-catalyzed aqueous α-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.
Citation
Marelli , E , Renault , Y , Sharma , S V , Nolan , S P & Goss , R J M 2017 , ' Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules ' , Chemistry - A European Journal , vol. 23 , no. 16 , pp. 3832-3836 . https://doi.org/10.1002/chem.201700680
Publication
Chemistry - A European Journal
Status
Peer reviewed
ISSN
1521-3765Type
Journal article
Description
The authors thank the European Research Council (FP7/2007-2013/ERC grant agreement no 614779 to RJMG) and (FP7 2009-2014/ERC agreement no 227817 to SPN) for generous funding.Collections
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