- Cobalt-Catalyzed Asymmetric Cross-Coupling Reaction of Fluorinated Secondary Benzyl Bromides with Lithium Aryl Boronates/ZnBr2
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A cobalt-catalyzed asymmetric cross-coupling of α-bromo-α-fluorotoluene derivatives with a variety of aryl zincates derived from lithium aryl n-butyl pinacol boronates and ZnBr2 under mild reaction conditions was described. In addition to mild reaction conditions, another advantage includes the compatibility of various common functional groups such as fluoride, chloride, bromide, cyano, or ester groups. Furthermore, this protocol was successfully applied to the enantioselective synthesis of three fluorinated derivatives of biologically active compounds or drug molecules.
- Huang, Weichen,Shen, Qilong,Wan, Xiaolong
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supporting information
p. 4327 - 4332
(2020/06/27)
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- Monofluoroalkyl-containing compound and its preparation method and use
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The invention discloses a monofluoroalkyl-containing compound and its preparation method. The preparation method comprises that in a solvent, in the presence of an alkali, an additive, a ligand and a catalyst, a compound A and a compound B undergo a suzuk
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Paragraph 0100; 0101; 0102
(2017/07/31)
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- Denitrogenative hydrofluorination of aromatic aldehyde hydrazones using (difluoroiodo)toluene
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An operationally simple conversion of aromatic aldehyde hydrazones to monofluoromethylated arenes is reported. The hypervalent iodine reagent TolIF2 serves as an oxidant, converting the hydrazone to the corresponding diazo compounds. The by-product of the oxidation process, HF, is consumed in situ by a denitrogenative hydrofluorination reaction of the diazo group.
- Kulkarni, Kaivalya G.,Miokovic, Boris,Sauder, Matthew,Murphy, Graham K.
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p. 9907 - 9911
(2016/10/31)
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- Facile Access to Fluoromethylated Arenes by Nickel-Catalyzed Cross-Coupling between Arylboronic Acids and Fluoromethyl Bromide
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The nickel-catalyzed fluoromethylation of arylboronic acids was achieved with the industrial raw material fluoromethyl bromide (CH2FBr) as the coupling partner. The reaction proceeded under mild reaction conditions with high efficiency; it features the use of a low-cost nickel catalyst, synthetic simplicity, and excellent functional-group compatibility, and provides facile access to fluoromethylated biologically relevant molecules. Preliminary mechanistic studies showed that a single-electron-transfer (SET) pathway is involved in the catalytic cycle.
- An, Lun,Xiao, Yu-Lan,Min, Qiao-Qiao,Zhang, Xingang
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supporting information
p. 9079 - 9083
(2015/08/03)
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- Copper-catalyzed debenzoylative monofluoromethylation of aryl iodides assisted by the removable (2-Pyridyl)sulfonyl group
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A new method for aromatic monofluoromethylation was developed. Aryl iodides can be efficiently transformed into the corresponding monofluoromethylated products by a copper-catalyzed debenzoylative fluoroalkylation with 2-PySO 2CHFCOR and subsequent reductive desulfonylation. The (2-pyridyl)sulfonyl moiety plays an important role in the copper-catalyzed cross-coupling, and it can be removed easily through Bu3SnH-mediated desulfonylation.
- Zhao, Yanchuan,Ni, Chuanfa,Jiang, Fanzhou,Gao, Bing,Shen, Xiao,Hu, Jinbo
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p. 631 - 634
(2013/05/09)
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