574-61-8Relevant academic research and scientific papers
Synthesis of 1: H -indazoles by an electrochemical radical Csp2-H/N-H cyclization of arylhydrazones
Alhumade, Hesham,Lei, Aiwen,Li, Dongting,Wan, Hao,Xia, Huadan,Yang, Liwen,Yi, Hong
, p. 665 - 668 (2022/01/22)
The development of efficient and sustainable C-N bond-forming reactions to N-heterocyclic frameworks has been a long-standing interest in organic synthesis. In this work, we develop an electrochemical radical Csp2-H/N-H cyclization of arylhydrazones to 1H-indazoles. The electrochemical anodic oxidation approach was adopted to synthesize a variety of 1H-indazole derivatives in moderate to good yields. HFIP was not only employed as a solvent or the proton donor, but also can promote the formation of N free radicals. This synthetic methodology is operationally simple, and less expensive electrodes would be suitable for this chemistry. This journal is
Organofluorine Hydrazone Derivatives as Multifunctional Anti-Alzheimer's Agents with CK2 Inhibitory and Antioxidant Features
Baier, Andrea,Kokel, Anne,Horton, William,Gizińska, Ewa,Pandey, Garima,Szyszka, Ryszard,T?r?k, Béla,T?r?k, Marianna
, p. 1927 - 1932 (2021/04/19)
A set of novel hydrazone derivatives were synthesized and analyzed for their biological activities. The compounds were tested for their inhibitory effect on the phosphorylating activity of the protein kinase CK2, and their antioxidant activity was also de
Transition-Metal-Free Coupling of 1,3-Dipoles and Boronic Acids as a Sustainable Approach to C?C Bond Formation
Livingstone, Keith,Bertrand, Sophie,Kennedy, Alan R.,Jamieson, Craig
, p. 10591 - 10597 (2020/07/25)
The need for alternative, complementary approaches to enable C?C bond formation within organic chemistry is an on-going challenge in the area. Of particular relevance are transformations that proceed in the absence of transition-metal reagents. In the current study, we report a comprehensive investigation of the coupling of nitrile imines and aryl boronic acids as an approach towards sustainable C?C bond formation. In situ generation of the highly reactive 1,3-dipole facilitates a Petasis–Mannich-type coupling via a nucleophilic boronate complex. The introduction of hydrazonyl chlorides as a complementary nitrile imine source to the 2,5-tetrazoles previously reported by our laboratory further broadens the scope of the approach. Additionally, we exemplify for the first time the extension of this protocol into another 1,3-dipole, through the synthesis of aryl ketone oximes from aryl boronic acids and nitrile N-oxides.
Metal-free C-C bond formation: Via coupling of nitrile aimines and boronic acids
Livingstone, Keith,Bertrand, Sophie,Mowat, Jenna,Jamieson, Craig
, p. 10412 - 10416 (2019/11/20)
The challenges of developing sustainable methods of carbon-carbon bond formation remains a topic of considerable importance in synthetic chemistry. Capitalizing on the highly reactive nature of the nitrile imine 1,3-dipole, we have developed a novel metal-free coupling of this species with aryl boronic acids. Photochemical generation of a nitrile imine intermediate and trapping with a palette of boronic acids enabled rapid and facile access to a broad library of more than 25 hydrazone derivatives in up to 92% yield, forming a carbon-carbon bond in a metal free fashion. This represents the first reported example of direct reaction between boronic acids and a 1,3-dipole.
Organic electroluminescent compound as well as preparation method and organic electroluminescent device thereof
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Paragraph 0067-0069, (2019/09/17)
The invention relates to an organic electroluminescent compound as well as a preparation method and an organic electroluminescent device thereof. The organic electroluminescent compound has a structural formula shown by a chemical formula 1 as shown in the specification. The invention proposes a solution for introducing a novel pyrroloindole derivative. A high-quality organic electroluminescent material with excellent hole transporting capacity, high efficiency and long service life is obtained by introducing arylamine and the novel pyrroloindole derivative. The organic electroluminescent device prepared by using the organic electroluminescent compound provided by the invention as a hole transporting layer has a lower starting voltage by compared with that of the organic electroluminescentdevice prepared by using NPB as the hole transporting layer, the luminous efficiency is improved and the service life is significantly prolonged. The preparation method of the organic electroluminescent compound provided by the invention is simple and feasible, high in yield, and suitable for large-scale production.
HYDRAZONE DERIVATIVE AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR
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Paragraph 0109; 0110; 0111, (2018/10/25)
PROBLEM TO BE SOLVED: To provide a hydrazone derivative that improves sensitivity properties of an electrophotographic photoreceptor.SOLUTION: The present invention provides a hydrazone derivative represented by formula (1) (R1 and R2 independently represent an alkyl group with carbon atoms of 1 ot 6, an alkoxy group with carbon atoms of 1 to 6, an aryl group with carbon atoms of 6 to 14, or an aralkyl group with carbon atoms of 7 to 20; m and n independently represent an integer of 0-5; k independently represents an integer of 0-2).SELECTED DRAWING: Figure 1COPYRIGHT: (C)2018,JPOandINPIT
Arylamine-based compound and organic light emitting diode comprising the same
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Page/Page column 97; 98, (2018/05/16)
An arylamine-based compound is represented by Formula 1 below. The arylamine-based compound is included in an organic light emitting diode.
Simple and efficient approach for synthesis of hydrazones from carbonyl compounds and hydrazides catalyzed by meglumine
Zhang, Mo,Shang, Ze-Ren,Li, Xiao-Tang,Zhang, Jia-Nan,Wang, Yong,Li, Kang,Li, Yang-Yang,Zhang, Zhan-Hui
, p. 178 - 187 (2017/01/10)
A simple, environmentally benign protocol for synthesis of hydrazones from carbonyl compounds and hydrazides has been developed in the presence of meglumine in aqueous-ethanol media at room temperature. The salient features of the present protocol are mild reaction conditions, short reaction time, high yields, operational simplicity, metal-free, applicability toward large-scale synthesis, and biodegradable and inexpensive catalyst.
Theoretical and experimental analysis of the antioxidant features of diarylhydrazones
Peerannawar, Swarada,Horton, William,Kokel, Anne,T?r?k, Fanni,T?r?k, Marianna,T?r?k, Béla
, p. 391 - 402 (2017/02/23)
Structural and energetic features of a series of 15 diarylhydrazone derivatives were studied via density functional theory (DFT) in order to identify the key features that most likely contribute to their antioxidant effect. Theoretical calculations were c
Divergent Synthesis of 1H-Indazoles and 1H-Pyrazoles from Hydrazones via Iodine-Mediated Intramolecular Aryl and sp3 C–H Amination
Wei, Wei,Wang, Zhen,Yang, Xikang,Yu, Wenquan,Chang, Junbiao
, p. 3378 - 3387 (2017/10/09)
A divergent intramolecular C–H amination of hydrazones has been developed employing molecular iodine (I2) as the sole oxidant. The required hydrazone substrates were readily obtained by condensation of hydrazines with the corresponding ketones.
