5021-45-4Relevant academic research and scientific papers
Synthesis of polycyclic 3,3′-spirooxindoles and some new 2-arylquinoxalines from (E/Z)- 1-(2-oxo-2-arylethylidene)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-ones
Amanollahi, Ruhollah,Baradarani, Mehdi M.,Fazlelahi, Hadi Zare,Joule, John A.,Saatluo, Bahman Ebrahimi
, (2022/01/26)
A facile protocol to access a novel series of spirocyclodiazepines from cyclocondensation of 1-(2-oxo-2-arylethylidene)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-ones (derived from 5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolone-1,2(4H)?dione) with ethane-1,2-diamines and benzene-1,2-diamines, generates polycyclic spirooxindoles and unexpectedly produces 2-arylquinoxalines instead of spiro[indole-1,5-benzodiazepines], respectively, in the presence of p-TSA as an efficient catalyst in a green solvent.
Mechanically induced transition metal free C(sp2)-H arylation of quinoxalin(on)es with diaryliodonium salts and piezoelectric BaTiO3
Jiang, Jun,Song, Shengjie,Guo, JingJing,Zhou, Jiadi,Li, Jianjun
supporting information, (2022/05/04)
A transition metal free mechanically induced C(sp2)-H arylation of quinoxalin(on)es is described. In this study, diaryliodonium salts generate aryl radical by planetary ball milling, with the assist of piezoelectric material BaTiO3. A broad range of functional groups are tolerated to give products in moderate to good yields via radical mechanism.
Method for synthesizing 2-aryl quinoxaline and 3-aryl quinoxaline-2(1H)-one based on mechanical grinding of aryl diazonium salt
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Paragraph 0128-0133, (2022/04/06)
The invention discloses a method for synthesizing 2-aryl quinoxaline and 3-aryl quinoxaline-2 (1H)-one based on mechanical grinding of aryl diazonium salt. According to the method, an active free radical precursor is generated through mechanical induction, 2-aryl quinoxaline and 3-aryl quinoxaline-2 (1H)-one are synthesized under the condition of mechanical grinding, and 2-aryl quinoxaline and 3-aryl quinoxaline-2 (1H)-one are prepared from aryl diazonium salt through a single electron transfer process without a solvent or even a catalyst in the reaction. The method is simple in synthesis step and green, does not need to consume the solvent, can be used for large-scale production, and provides a new and green synthesis strategy for synthesizing quinoxaline compounds.
Mechanochemical Synthesis of 2-Arylquinoxalines and 3-Arylquinoxalin-2(1H)-ones via Aryldiazonium Salts
Liu, Fu,Chen, Li-Ning,Chen, Ai-Min,Ye, Zhi-Peng,Wang, Zhi-Wei,Liu, Zhi-Lin,He, Xian-Chen,Li, Shu-Hui,Xia, Peng-Ju
supporting information, p. 1080 - 1084 (2022/02/21)
A green synthesis strategy of 2-arylquinoxalines and 3-arylquinoxalin-2(1H)-ones via ball milling, which could avoid copious solvent waste, was accomplished in this work. Aryl radicals were produced from aryldiazonium salts by using a solvent-free or catalyst-free single electron transfer process induced by mechanical force, affording a series of 2-arylquinoxalines and 3-arylquinoxalin-2(1H)-ones with 28%–85 yield. (Figure presented.).
A facile synthesis of quinoxalines by using SO42?/ZrO2-TiO2 as an efficient and recyclable heterogeneous catalyst
Deshmukh, Tejshri R.,Dhumal, Sambhaji T.,Karale, Akshay Y.,Patil, Meghshyam K.,Shelke, Sushil V.
supporting information, (2022/03/02)
Quinoxaline derivatives have been synthesized in good to excellent yields by the cyclocondensation reaction of o-pheneylenediamine with substituted phenacyl bromides/benzil in the presence of SO42?/ZrO2-TiO2 as an efficient and heterogeneous catalyst. The catalyst can be recovered up to five catalytic cycles without significant loss in catalytic activity. The reported SO42?/ZrO2-TiO2 catalyst has been thoroughly characterized by using infrared spectroscopy, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and powder X-ray diffraction (XRD). Here, we have used ethanol as a green solvent in this cyclocondensation. This new method has several advantages, such as excellent yields, short reaction time, nontoxic, and easily recoverable catalyst.
NaOH-Mediated Direct Synthesis of Quinoxalines from o-Nitroanilines and Alcohols via a Hydrogen-Transfer Strategy
Wang, Yan-Bing,Shi, Linlin,Zhang, Xiaojie,Fu, Lian-Rong,Hu, Weinan,Zhang, Wenjing,Zhu, Xinju,Hao, Xin-Qi,Song, Mao-Ping
, p. 947 - 958 (2021/01/14)
A NaOH-mediated sustainable synthesis of functionalized quinoxalines is disclosed via redox condensation of o-nitroamines with diols and α-hydroxy ketones. Under optimized conditions, various o-nitroamines and alcohols are well tolerated to generate the desired products in 44-99% yields without transition metals and external redox additives.
A quantum-chemical approach to develop tetrahydroquinoxaline as potent ferroptosis inhibitors
Lei, Hong-Xu,Zhang, KaiLi,Qin, Yu-Xi,Dong, Rong-Jian,Chen, De-Zhan,Zhou, HaiFeng,Sheng, Xie-Huang
, (2020/11/10)
Ferroptosis is a recently characterized form of regulated necrosis with the iron-dependent accumulation of (phospho)lipid hydroperoxides (LOOH). It has attracted considerable attention for its putative involvement in diverse pathophysiological processes, such as cardiovascular disease and neurodegeneration. Here we describe the discovery of tetrahydroquinoxaline, a novel scaffold of ferroptosis inhibitors based on quantum chemistry methods. Tetrahydroquinoxaline deviates showed very good inhibition of ferroptosis, while being non cytotoxic for human cancer cells. And, the advantage of them is their small molecular weight (MW. = 148 Da) that can be coupled with other drugs to form multi-target drugs to better meet the treatment of complicated diseases.
Visible light promoted tandem dehydrogenation-deaminative cyclocondensation under aerobic conditions for the synthesis of 2-aryl benzimidazoles/quinoxalines fromortho-phenylenediamines and arylmethyl/ethyl amines
Sofi, Firdoos Ahmad,Sharma, Rohit,Rawat, Ravi,Chakraborti, Asit K.,Bharatam, Prasad V.
supporting information, p. 4569 - 4573 (2021/03/22)
Visible light promoted domino synthesis of 2-aryl benzimidazoles is reported through the reaction ofortho-phenylenediamines and arylmethyl amines under aerobic conditions. The methodology has wide substrate scope and tolerates a wide range of functional groups affording the products in high yields. The use of arylethyl amines instead of arylmethyl amines gives 2-aryl quinoxalines.
Silica supported dodecatungstophosphoric acid (DTP/SiO2): An efficient and recyclable heterogeneous catalyst for rapid synthesis of quinoxalines
Hebade, Madhav J.,Deshmukh, Tejshri R.,Dhumal, Sambhaji T.
, p. 2510 - 2520 (2021/06/17)
A facile synthesis of quinoxalines by the cyclocondensation of substituted phenacyl bromides with o-pheneylenediamines using silica-supported dodecatungstophosphoric acid (DTP/SiO2) as a recyclable heterogeneous catalyst is unveiled in this res
Palladium catalyzed synthesis of phenylquinoxaline-alkyne derivatives via sonogashira cross coupling reaction
Bibi, Rifhat,Yaseen, Muhammad,Ahmad, Haseen,Khan, Ismat Ullah,Parveen, Shaista,Hassan, Abbas
, p. 95 - 103 (2021/05/19)
Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precurso
