2341-86-8Relevant academic research and scientific papers
Microwave promoted solvent-free one-pot three-component reaction to 2-pentafluorophenylquinoline derivatives
Zhang, Jian-Ming,Yang, Wen,Song, Li-Ping,Cai, Xian,Zhu, Shi-Zheng
, p. 5771 - 5773 (2004)
A novel and efficient one-pot multi-component reaction of pentafluorobenzaldehyde, alkynes and anilines for the synthesis of 2-pentafluorophenyl substituted quinolines under microwave irradiation and a solvent-free condition is presented.
Visible-Light-Induced Cycloaddition of α-Ketoacylsilanes with Imines: Facile Access to β-Lactams
Ye, Jian-Heng,Bellotti, Peter,Paulisch, Tiffany O.,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 13671 - 13676 (2021/05/11)
We report the synthesis of β-lactams from α-ketoacylsilanes and imines, which proceeds via a formal [2+2] photochemical cycloaddition with in situ generation of siloxyketene. This mild and operationally simple reaction proceeds in an atom-economic fashion with broad substrate scope, including aldimines, ketimines, hydrazones, and fused nitrogen heterocycles, affording a variety of important β-lactams with satisfactory diastereoselectivities in most cases. This reaction also features good functional-group tolerance, facile scalability and product diversification. Experimental and computational studies suggest that α-ketoacylsilanes can serve as photochemical precursors by engaging in a 1,3 silicon shift to the distal carbonyl group.
Photoredox Radical/Polar Crossover Enables Construction of Saturated Nitrogen Heterocycles
Pantaine, Lo?c R.E.,Milligan, John A.,Matsui, Jennifer K.,Kelly, Christopher B.,Molander, Gary A.
supporting information, p. 2317 - 2321 (2019/03/26)
Photoredox-mediated radical/polar crossover (RPC) processes offer new avenues for the synthesis of cyclic molecules. This process has been realized for the construction of medium-sized saturated nitrogen heterocycles. Photocatalytically generated alkyl ra
Perfluorophenyl phosphonate analogues of aromatic amino acids: Synthesis, X-ray and DFT studies
Paw?owska, Agata,Volle, Jean-No?l,Virieux, David,Pirat, Jean-Luc,Janiak, Agnieszka,Nowicki, Mateusz,Hoffmann, Marcin,Pluskota-Karwatka, Donata
, p. 975 - 986 (2018/01/27)
Novel perfluorophenyl phosphonate analogues of phenylglycine and homophenylalanine were prepared in good to excellent yields, and subjected to solid state characterization by single-crystal X-ray diffraction analysis, and to investigations with the use of
Nickel-catalyzed C-F bond activation and alkylation of polyfluoroaryl imines
Yang, Xiuxiu,Sun, Hongjian,Zhang, Shumiao,Li, Xiaoyan
, p. 36 - 42 (2013/02/21)
In this paper we show the C-F bond activation and alkylation in polyfluoroaryl imines. An active trimethylphosphine supported nickel-catalyzed cross-coupling reaction of polyfluoroaryl imines with ZnMe2 under mild conditions is described. According to the in situ 19F NMR spectroscopic data, the substrates are quantitatively converted into di-methylation products, while mono-methylation can also be realized under the controlled conditions in moderate yields. Apart from ZnMe2, other organozinc regents were tried in this system. However, due to the nucleophilicity and steric hindrance, they show much lower reactivity than ZnMe2. Only in the case of benzylic zinc chloride, the dibenzylation product can be obtained quantitatively by raising temperature to 90 °C. The results reported here will benefit the development of C-F bond activation as well as the diversity of Schiff bases.
One-pot synthesis of 1,2,3,4-tetrafluoroacridines from pentafluorobenzaldehyde
Adamson, Adrian J.,Banks, R. Eric,Fields, Roy,Tipping, Anthony E.
, p. 530 - 555 (2007/10/03)
Treatment of pentafluorobenzaldehyde with a two-molar equivalence of aniline in o-dichlorobenzene at ca. 180 yields a complex mixture of products from which 1,2,3,4-tetrafluoroacridine (1a) and its 3-anilino derivative (7a) can be isolated in at least 48
