Title |
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Regioselective synthesis of β-fluoro-α,β-unsaturated ketones by the reaction of β-diketones with DFMBA
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Creator |
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Accessrights |
open access |
Subject |
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Other
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β-Fluoro-α,β-unsaturated ketone
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Other
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β-Diketone
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Other
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N,N-Diethyl-α,α-difluoro-m-methylbenzylamine
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Other
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Deoxyfluorination
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Other
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Regioselective
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NDC
435
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Description |
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Abstract
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The deoxyfluorination reaction of β-diketones with N,N-diethyl-α,α-difluoro-m-methylbenzylamine (DFMBA) gave β-fluoro-α,β-unsaturated ketones in good yields. The reaction proceeded regioselectively, and only one regioisomer was obtained from the unsymmetrical 1-aryl-1,3-diketones. The reaction is applicable to diketones with a trifluoromethyl group, obtaining good yields of 3,4,4,4-tetrafluorobutenones. We used the resulting β-filuoro-α,β-unsaturated ketones for the reaction with lithium dialkyl cuprates.
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Publisher |
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Elsevier B.V.
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Date |
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Language |
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Resource Type |
journal article |
Version Type |
AM |
Identifier |
HDL
http://hdl.handle.net/2115/39135
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Relation |
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isVersionOf
DOI
https://doi.org/10.1016/j.jfluchem.2009.05.009
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Journal |
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Journal of Fluorine Chemistry
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Volume Number130
Issue Number8
Page Start708
Page End713
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File |
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Oaidate |
2023-07-26 |