19357-24-5Relevant academic research and scientific papers
Synthesis, biochemical evaluation and computational simulations of new cytochrome bc1 complex inhibitors based on N-(4-aryloxyphenyl) phthalimides
Cheng, Hua,Fu, Yan,Chang, Qing,Zhang, Ni,Bu, Mengwei,Niu, Yan,Wu, Qiongyou,Chen, Cheng,Verpoort, Francis
, p. 1897 - 1900 (2018)
The cytochrome bc1 complex (the bc1 complex or complex III) is an attractive target for the discovery of numerous pharmaceuticals and pesticides. In order to identify new lead structures for this target, a new series of molecules, N-(4-aryloxyphenyl)phthalimides, were designed and synthesized in a straightforward manner. Our design strategy was to introduce a 4-aryloxyphenyl group, a fragment which exhibited promising bc1 complex-inhibiting properties, into the aryl group of the valuable N-arylphthalimide backbone. Afterward, the biochemical evaluation of the newly synthesized compounds was carried out, and the results implied that several compounds demonstrated good activities against succinate-cytochrome reductase (SCR, a mixture of mitochondrial complex II and the bc1 complex). Further studies confirmed that 3e′ a representative compound in this paper, was identified as an inhibitor of the bc1 complex. Furthermore, computational simulations were also performed to better understand binding of 3e′ to the enzyme complex, which indicated that 3e′ should bind to the Qo site of the bc1 complex. Consequently, we harbor the idea that this paper can provide a solid platform for synthesis and discovery of other bc1 complex inhibitors.
“On water” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides
Wen, Xiaowei,Liu, Xiaojuan,Yang, Zhiqi,Xie, Menglan,Liu, Yuxi,Long, Lipeng,Chen, Zhengwang
supporting information, p. 1738 - 1743 (2021/03/14)
An efficient nano-Cu2O-catalyzed cascade multicomponent reaction of 2-halobenzoic acids and trimethylsilyl cyanide with diverse amines was developed using water as a solvent, affording versatileN-substituted phthalimide derivatives in moderate to excellent yields. This novel strategy features carbon monoxide gas-free, environmentally benign, one-pot multistep transformation, commercially available reagents, a cheap catalyst without any additives, wide functional group tolerance, and operational convenience.
REAGENTS AND PROCESS FOR DIRECT C-H FUNCTIONALIZATION
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Page/Page column 81; 82, (2020/06/01)
Thianthrene derivative of the Formula (I): wherein R1 to R8 may be the same or different and are selected from hydrogen, Cl, F, a partially or fully fluorinated C1 to C6 alkyl group, and wherein n is 0 or 1, with the proviso that at least one of R1 to R8 is not hydrogen and process for C-H functionalization of aromatic compounds using this compound.
C-N Cross-Couplings for Site-Selective Late-Stage Diversification via Aryl Sulfonium Salts
Berger, Florian,Berger, Georg,Engl, Pascal S.,H?ring, Andreas P.,Pérez-Bitrián, Alberto,Ritter, Tobias
supporting information, (2019/09/06)
We report diverse C-N cross-coupling reactions of aryl thianthrenium salts that are formed site-selectively by direct C-H functionalization. The scope of N-nucleophiles ranges from primary and secondary alkyl and aryl amines to various N-containing hetero
Method for constructing N-(4-phenoxylphenyl)phthalimide in one step by using imine as starting material
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Paragraph 0022; 0023; 0024; 0035; 0036; 0037; 0038; 0041, (2019/01/24)
The invention discloses a method for constructing N-(4-phenoxylphenyl)phthalimide in one step by using imine as a starting material. According to the method, (E)-N-(4-nphenoxylphenyl)-1-phenylmethylenimine is used as a reaction raw material and subjected
Carbonylation Access to Phthalimides Using Self-Sufficient Directing Group and Nucleophile
Ji, Fanghua,Li, Jianxiao,Li, Xianwei,Guo, Wei,Wu, Wanqing,Jiang, Huanfeng
, p. 104 - 112 (2018/02/19)
Herein we report a novel palladium-catalyzed oxidative carbonylation reaction for the synthesis of phthalimides with high atom- and step-economy. In our strategy, the imine and H2O, which are generated in situ from the condensation of aldehyde and amine, serve as self-sufficient directing group and nucleophile, respectively. This method provides rapid access to phthalimides starting from readily available materials in a one-pot manner. Various phthalimide derivatives are constructed efficiently, including medicinally and biologically active phthalimide-containing compounds.
A new anhydride analog
Moore,Kim
, p. 3449 - 3452 (2007/10/02)
A novel imide-forming reaction is described in which 3-(dicyanomethylidene) phthalide (pseudoanhydride) reacts with amines at room temperature. The pseudoanhydride was synthesized by condensation of phthalic anhydride with malononitrile followed by treatment with phosphorous oxychloride.
