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Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules
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dc.contributor.author | Marelli, Enrico | |
dc.contributor.author | Renault, Yohann | |
dc.contributor.author | Sharma, Sunil V. | |
dc.contributor.author | Nolan, Steven P. | |
dc.contributor.author | Goss, Rebecca J. M. | |
dc.date.accessioned | 2018-03-07T00:33:02Z | |
dc.date.available | 2018-03-07T00:33:02Z | |
dc.date.issued | 2017-03-17 | |
dc.identifier | 249163299 | |
dc.identifier | af1a4db3-dec6-475c-b06a-1ce7d31d83ed | |
dc.identifier | 85014426435 | |
dc.identifier | 000397505400008 | |
dc.identifier.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 | en |
dc.identifier.issn | 1521-3765 | |
dc.identifier.other | Bibtex: urn:a8aba9d32b02c535107d17ff0e394222 | |
dc.identifier.uri | https://hdl.handle.net/10023/12864 | |
dc.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. | en |
dc.description.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. | |
dc.format.extent | 5 | |
dc.format.extent | 1427153 | |
dc.language.iso | eng | |
dc.relation.ispartof | Chemistry - A European Journal | en |
dc.subject | Palladium | en |
dc.subject | Aqueous coupling | en |
dc.subject | Halogenated compounds | en |
dc.subject | Ketone arylation | en |
dc.subject | Amino acids | en |
dc.subject | QD Chemistry | en |
dc.subject | NDAS | en |
dc.subject.lcc | QD | en |
dc.title | Mild, aqueous α-arylation of ketones : towards new diversification tools for halogenated metabolites and drug molecules | en |
dc.type | Journal article | en |
dc.contributor.sponsor | European Research Council | en |
dc.contributor.sponsor | European Research Council | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | 10.1002/chem.201700680 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2018-03-06 | |
dc.identifier.grantnumber | GCGXC | en |
dc.identifier.grantnumber | FP7-227817 FUNCAT | en |
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