Nickel-Catalyzed Coupling Reaction of α‑Bromo-α-fluoroketones with Arylboronic Acids toward the Synthesis of α‑Fluoroketones
A nickel-catalyzed coupling reaction of α-bromo-α-fluoroketones with arylboronic acids was reported, which provides an efficient pathway to access 2-fluoro-1,2-diarylethanones in high yields. We also disclosed the synthesis of the monofluorination agents α-bromo-α-fluoroketones by using a trifluoroa...
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| Veröffentlicht in: | Organic letters 2019-09, Vol.21 (17), p.6844-6849 |
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| container_title | Organic letters |
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| creator | Liang, Junqing Han, Jie Wu, Jingjing Wu, Pingjie Hu, Jian Hu, Feng Wu, Fanhong |
| description | A nickel-catalyzed coupling reaction of α-bromo-α-fluoroketones with arylboronic acids was reported, which provides an efficient pathway to access 2-fluoro-1,2-diarylethanones in high yields. We also disclosed the synthesis of the monofluorination agents α-bromo-α-fluoroketones by using a trifluoroacetate release protocol. Mechanistic investigation indicated that a monofluoroalkyl radical is involved in the catalytic circle. Moreover, an important medical intermediate of flindokalner was synthesized via a nickel-catalyzed coupling reaction of α-bromo-α-fluoro-2-indolone and boronic ester. |
| doi_str_mv | 10.1021/acs.orglett.9b02474 |
| format | Article |
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Lett</addtitle><date>2019-09-06</date><risdate>2019</risdate><volume>21</volume><issue>17</issue><spage>6844</spage><epage>6849</epage><pages>6844-6849</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A nickel-catalyzed coupling reaction of α-bromo-α-fluoroketones with arylboronic acids was reported, which provides an efficient pathway to access 2-fluoro-1,2-diarylethanones in high yields. We also disclosed the synthesis of the monofluorination agents α-bromo-α-fluoroketones by using a trifluoroacetate release protocol. Mechanistic investigation indicated that a monofluoroalkyl radical is involved in the catalytic circle. 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| title | Nickel-Catalyzed Coupling Reaction of α‑Bromo-α-fluoroketones with Arylboronic Acids toward the Synthesis of α‑Fluoroketones |
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