125889-25-0Relevant academic research and scientific papers
Ligand Promoted Olefination of Anilides for Indirectly Introducing Fluorinated Functional Groups via Palladium Catalyst
Wang, Dongjie,Xu, Xu,Zhang, Jingyu,Zhao, Yingsheng
, p. 2696 - 2705 (2021/02/27)
We report a palladium-catalyzed, ligand promoted, C-H fluorine-containing olefination of anilides with 4-bromo-3,3,4,4-tetrafluorobutene as the fluorinated reagent, which has a potential transformation into other compounds due to its -CF2CF2Br functional group. -CF2CF2H was obtained by using the mild reducing agent sodium borohydride. Bioactive compounds such as aminoglutethimide derivative and propham were well-tolerated in this reaction, both of which highlight the synthetic importance of this method.
Hypervalent iodine mediated para -selective fluorination of anilides
Tian, Tian,Zhong, Wen-He,Meng, Shuai,Meng, Xiang-Bao,Li, Zhong-Jun
, p. 728 - 732 (2013/02/25)
A metal-free method for the direct regioselective fluorination of anilides has been developed. In the presence of bis(tert-butylcarbonyloxy)iodobenzene (PhI(OPiv)2) and hydrogen fluoride-pyridine, the para-fluorination products of anilides were obtained in moderate to good yields. Because of its operational safety and the use of readily available reagents, this new procedure provides facile access to a variety of para-fluorinated anilides.
A NOVEL ORDER OF orto-DIRECTING ABILITIES IN THE LITHIATION OF ε6-ARENETRICARBONYLCHROMIUM(0) COMPLEXES
Gilday, John, P.,Negri, Joanna T.,Widdowson, David A.
, p. 4605 - 4618 (2007/10/02)
A ranking order of ortho-lithiation directed by various functional groups in arenetricarbonylchromium complexes has been determined.This order differs from that found in the free arene series.Inductive effects were found to be the dominant factor for the determination of the site of lithiation.Fluorine was found the most powerful ortho direction of the groups studied.Additionally, fluorine was found to be a strong ortho director in the uncomplexed series under kinetic conditions.
