AI Article Synopsis
- α-Fluoro-α'-aryl ketones are important compounds in the fields of pharmaceuticals and agrochemicals, but their synthesis can be challenging, especially for unsymmetrical versions.
- This study introduces a one-pot method for synthesizing these compounds using a combination of ynamide, aryl boronic acid, and a fluorine source under palladium (Pd) catalysis.
- The researchers conducted control experiments and DFT studies to propose a reaction mechanism that includes the formation of acetic acid during the process.
Article Abstract
α-Fluoro-α'-aryl ketones are crucial in pharmaceuticals and agrochemicals. However, synthesizing unsymmetrical α-fluoro-α'-aryl ketones poses regioselective challenges. This study presents a one-pot aryl-oxy-fluorination method for synthesizing such unsymmetrical fluoro-aryl ketones. Using ynamide, aryl boronic acid, and F-source under Pd-catalysis, this method efficiently produces a wide range of valuable α-fluoro-α'-aryl ketones with potential applications. Through a combination of control experiments and DFT studies, we proposed a reaction mechanism involving in situ acetic acid formation.
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| http://dx.doi.org/10.1021/acs.orglett.4c04486 | DOI Listing |
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