Harmful:;106851-53-0Relevant articles and documents
Polyaniline-Induced Arylation with Arenediazonium Salts Derived from Anilines
Hata, Dai,Moriuchi, Toshiyuki,Hirao, Toshikazu,Amaya, Toru
, p. 7703 - 7709 (2017)
A catalytic amount of a reduced form of polyaniline (a redox-active π-conjugated polymer) was found to induce C?H direct arylation of (hetero)arenes with arenediazonium salts prepared from anilines with methanesulfonic acid (MeSO3H) and tert-butyl nitrite (tBuONO). The difficult part of this method is the coexistence of an oxidant and a reductant in this sequential diazotization and arylation system; diazotization requires weak oxidants such as alkyl nitrites, whereas the arylation is induced by a reductant. This was achieved by the careful control of the amount of tBuONO (1.0 equivalent) for the diazotization step, and sequential arylation using 5 mol % of the polyaniline. The reaction took place under mild conditions without any metals or strong bases at room temperature, and the amino group is a formal leaving group. The scope of the substrates demonstrates the versatility in the combination of anilines with a variety of functional groups and several (hetero)arenes. Two-directional arylation for the synthesis of an unsymmetrical 1,4-diarylated (furyl and pyrrolyl groups) benzene was achieved, using mono-Boc-protected 1,4-phenylenediamine as a substrate. This shows potential for the synthesis of more complicated oligoarene compounds.
Black phosphorus as a metal-free, visible-light-active heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes
Kalay, Erbay,Kü?ükke?eci, Hüseyin,Kilic, Haydar,Metin, ?nder
, p. 5901 - 5904 (2020)
Black phosphorus (BP) is for the first time employed as a metal-free, heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes with aryl diazonium salts. The arylated heteroarenes are obtained in moderate to good yields under visible-light illumination, and the protocol is shown to be applicable for the scale-up synthesis.
Analysis of the Carbon and Proton NMR Spectra of 2-Arylthiophenes and Related Heterocycles
Mazza, Dario Del,Reinecke, Manfred G.,Smith, William B.
, p. 187 - 190 (1989)
Complete proton and carbon NMR assignments were made for five 2-(2-X-phenyl)thiophenes (X = NH2, NO2, COOH, Br), four 2,5-diphenylheterocycles (thiophene, furan and N-methyl- and N-phenylpyrrole) and N-phenylpyrrole using HETCOR, COSY, XCORFE and, in one
Further lead optimization on Bax activators: Design, synthesis and pharmacological evaluation of 2-fluoro-fluorene derivatives for the treatment of breast cancer
Liu, Gang,Kim, Hyejin,Wang, Pingyuan,Fricke, Doerte R.,Chen, Haiying,Wang, Tianzhi,Shen, Qiang,Zhou, Jia
, (2021/04/19)
To further pursue potent Bax activators with better safety profiles for the treatment of breast cancer, structural optimization was conducted based on lead compound CYD-4-61 through several strategies, including scaffold hopping on the 2-nitro-fluorene ring, replacement of the nitro group with bioisosteres to avoid potential toxicity, and further optimization on the upper pyridine by exploring diverse alkylamine linkers as a tail or replacing the pyridine with bioisosteric heterocycles. F-containing compound 22d (GL0388) exhibited a good balance between the activity and toxicity, displaying submicromolar activities against a variety of cancer cell lines with 5.8–10.7-fold selectivity of decreased activity to MCF-10A human mammary epithelial cell line. Compound 22d dose-dependently blocked colony formation of breast cancer cells and prevented the migration and invasion of MDA-MB-231 cells. Mechanism of action studies indicate that 22d activated Bax, rendering its insertion into mitochondrial membrane, thereby leading to cytochrome c release from the mitochondria into the cytoplasm, subsequently inducing release of apoptotic biomarkers. Further in vivo efficacy studies of 22d in human breast cancer xenografts arisen from MDA-MB-231 cells demonstrated that this drug candidate significantly suppressed tumor growth, indicating the therapeutic promise of this class of compounds for the treatment of breast cancer as well as the potential for developing F-radiolabeled imaging ligands as anticancer chemical probes.
Bis-tri-aromatic amine compound containing spiral structure, application and light emitting diode
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Paragraph 0049; 0050; 0051; 0052; 0053, (2019/02/25)
The invention provides a bis-tri-aromatic amine compound containing a spiral structure. The compound has the structural formula as shown in the figure I in the specification. The compound has relatively good heat stability, high light-emitting efficiency
