Category: 89898-96-4

Zhang, Lixi; He, Jingwen; Zhang, Pengfei; Zheng, Kai; Shen, Chao published the artcile< Visible-light-induced decarboxylative alkylation of quinoxalin-2(1H)-ones with phenyliodine(III) dicarboxylates by cerium photocatalysis>, Application In Synthesis of 89898-96-4, the main research area is alkyl quinoxalinone preparation; quinoxalinone phenyliodine dicarboxylate visible light induced alkylation cerium photocatalyst.

3-Alkylquinoxalin-2(1H)-ones I [R1 = H, 6-Me, 7-Cl, etc.; R2 = Me, Et, Pr, propargyl, allyl, Bn; R3 = Me, Et, cyclopropyl, etc.] were prepered via visible-light-induced decarboxylative alkylation of quinoxalin-2(1H)-ones with phenyliodine(III) dicarboxylate using inexpensive CeCl3 as photocatalyst. Novel protocol had advantages of mild conditions, high yields and good substrate scope. Control experiments indicated that radical mechanism was responsible for the present transformation.

Molecular Catalysis published new progress about Dicarboxylic acids, esters Role: RCT (Reactant), RACT (Reactant or Reagent). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Application In Synthesis of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Carrer, Amandine; Brion, Jean-Daniel; Messaoudi, Samir; Alami, Mouad published the artcile< Palladium(II)-Catalyzed Oxidative Arylation of Quinoxalin-2(1H)ones with Arylboronic Acids>, Recommanded Product: 7-Nitro-2(1H)-quinoxalinone, the main research area is palladium catalyst oxidative arylation quinoxalinone arylboronic acid.

A straightforward palladium-catalyzed oxidative C-3 arylation of quinoxalin-2(1H)-ones with arylboronic acids is reported. E.g., in presence of Pd(OAc)2 as catalyst and 1,10-phenanthroline as ligand and O2 as oxidant, arylation of 1-methylquinoxalin-2(1H)-one with 4-MeOC6H4B(OH)2 gave 94% I. This protocol is compatible with a wide range of functional groups and allows construction of various biol. important quinoxalin-2(1H)-one backbones.

Organic Letters published new progress about Arylation (oxidative). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Recommanded Product: 7-Nitro-2(1H)-quinoxalinone.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Khalymbadzha, Igor A.; Fatykhov, Ramil F.; Chupakhin, Oleg N.; Charushin, Valery N.; Tseitler, Tatiana A.; Sharapov, Ainur D.; Inytina, Anna K.; Kartsev, Victor G. published the artcile< Transition-Metal-Free C-C Coupling of 5,7-Dihydroxybenzopyrones with Quinoxalones and Pteridinones>, COA of Formula: C8H5N3O3, the main research area is dihydroxycoumarin quinoxalone regioselective chemoselective nucleophilic substitution oxidation green chem; dihydroxy oxochromenyl quinoxalinone preparation; pteridinone dihydroxycoumarin regioselective chemoselective nucleophilic substitution oxidation green chem; oxochromenyl tetrahydropteridinedione dihydroxy preparation.

A new synthetic protocol for nucleophilic substitution of hydrogen in quinoxalones and pteridinones by the action of 5,7-dihydroxycoumarins and related m-dihydroxybenzene compounds were developed. The C-C coupling reaction proved to proceed smoothly under rather mild conditions, thus giving the corresponding C-H functionalized products in good yields. The advantages of this environmentally benign protocol were high regio- and chemoselectivity and an easy workup procedure. Direct incorporation of the coumarin moiety into the pyrazine ring in pteridines or quinoxalines provided a short pathway to pyrazine-coumarin hybrid compounds

Synthesis published new progress about C-C bond formation. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, COA of Formula: C8H5N3O3.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nasielski, J.; Rypens, C. published the artcile< 6-Nitro-2,3-dipiperidinoquinoxaline: its unexpected formation from 2-chloro-7-nitroquinoxaline>, SDS of cas: 89898-96-4, the main research area is chloronitroquinoxaline substitution piperidine; nitrodipiperidinoquinoxaline.

Excess piperidine and 2-chloro-7-nitroquinoxaline I (R=Cl, R1=H) in di-Et ether give large amounts of the unexpected disubstitution product 6-nitro-2,3-dipiperidinoquinoxaline I (R=R1=piperidino). The mechanism of this very unusual nucleophilic substitution of hydrogen is suggested to involve the oxidation of the dipiperidinodihydroquinoxaline II ( R = piperidino) by dissolved oxygen.

Tetrahedron Letters published new progress about Substitution reaction. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, SDS of cas: 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Wang, Jiayang; Sun, Bin; Zhang, Liang; Xu, Tengwei; Xie, Yuanyuan; Jin, Can published the artcile< Visible-light-induced trifluoromethylation of quinoxalin-2(1H)-ones under photocatalyst-free conditions>, Synthetic Route of 89898-96-4, the main research area is trifluoromethylquinoxalinone regioselective green preparation; quinoxalinone sodium trifluoromethanesulfinate trifluoromethylation.

C-H trifluoromethylation of quinoxalin-2(1H)-ones with com. available sodium trifluoromethanesulfinate (CF3SO2Na) under visible light irradiation without any external photocatalyst was developed, provided a variety of 3-trifluoromethylquinoxalin-2(1H)-ones I [R1 = H, 6-MeO, 7-Br, etc.; R2 = H, Me, Bn, etc.] in moderate to excellent yield. Predictably, the strategy would offer an environmentally friendly and simple operational access to pharmaceutically active 3-trifluoromethylquinoxalin-2(1H)-ones without any external photocatalyst.

Asian Journal of Organic Chemistry published new progress about Green chemistry. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Synthetic Route of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

do Amaral, Daniel N.; Alves, Fernando R. de Sa; Barreiro, Eliezer J.; Laufer, Stefan A.; Lima, Lidia M. published the artcile< Multi-gram preparation of 7-nitroquinoxalin-2-amine>, SDS of cas: 89898-96-4, the main research area is nitro quinoxalinamine regioselective preparation.

Methodologies to obtain quinoxaline compounds regioselectively were rarely reported in literature, thus regioselective and multi-gram methodologies to obtain these derivatives were desirable to explore the entire potential of these scaffolds for academic and/or com. application. A facile and multi-gram methodol. was described to obtain compound 7-nitroquinoxalin-2-amine I using o-phenylenediamine, a cheap and readily available reactant, as starting material in a five-step procedure in good yields and high purity without further purification such as crystallization or column chromatog.

Journal of the Brazilian Chemical Society published new progress about Quinoxalines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, SDS of cas: 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Gobec, S.; Urleb, U. published the artcile< Product class 15: quinoxalines>, Formula: C8H5N3O3, the main research area is review quinoxaline preparation cyclization ring transformation aromatization.

A review. Methods for preparing quinoxalines are reviewed including cyclization, ring transformation, aromatization, and substituent modification.

Science of Synthesis published new progress about Aromatization. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Formula: C8H5N3O3.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Hoang, Thanh T.; To, Tuong A.; Cao, Vi T. T.; Nguyen, Anh T.; Nguyen, Tung T.; Phan, Nam T. S. published the artcile< Direct oxidative C-H amination of quinoxalinones under copper-organic framework catalysis>, Related Products of 89898-96-4, the main research area is copper organic framework catalyst preparation green chem; quinoxalinone amine carbon hydrogen activation amination; aminoquinoxalinone preparation.

A copper-organic framework Cu-CPO-27 was synthesized, and utilized as a recyclable heterogeneous catalyst for the direct C-H amination of quinoxalin-2(1H)-ones with amines to produce 3-aminoquinoxalin-2(1H)-ones, e.g., I. High yields were achieved in the presence of mol. oxygen as the oxidant. This framework was more catalytically active than a number of MOF-based catalysts. The Cu-CPO-27 also displayed higher performance than CuFe2O4 nanoparticles. The copper-organic framework catalyst could be reutilized in the synthesis of 3-aminoquinoxalin-2(1H)-ones via the direct C-H amination reaction without a remarkable deterioration in catalytic performance. This is the first heterogeneous catalytic protocol to generate 3-aminoquinoxalin-2(1H)-ones.

Catalysis Communications published new progress about Amination. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Related Products of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Aoki, Katsuyuki; Obata, Tatsuhiro; Yamazaki, Yosuke; Mori, Yoshikazu; Hirokawa, Hiroko; Koseki, Jun-ichi; Hattori, Tomohisa; Niitsu, Kazuaki; Takeda, Shuichi; Aburada, Masaki; Miyamoto, Ken-ichi published the artcile< Potent platelet-derived growth factor-β receptor (PDGF-βR) inhibitors: synthesis and structure-activity relationships of 7-[3-(cyclohexylmethyl)ureido]-3-{1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}quinoxalin-2(1H)-one derivatives>, Category: quinoxaline, the main research area is pyrrolopyridinylquinoxalinone preparation platelet derived growth factor receptor inhibitor.

The authors found previously that 7-[3-(cyclohexylmethyl)ureido]-3-{1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}quinoxalin-2(1H)-one has considerable potency as a PDGF inhibitor. This compound showed potent inhibitory activity in a PDGF-induced CPA (Cell Proliferation Assay) and APA (Auto-Phosphorylation Assay) (IC50 = 0.05 μmol/l in CPA, 0.03 μmol/l in APA). Therefore, the authors tried to develop a novel and effective PDGF-βR inhibitor by optimizing a series of its derivatives The authors found that trifluoroacetic acid (TFA)-catalyzed coupling of pyrrolo[2,3-b]pyridines with quinoxalin-2-ones proceeded efficiently under mild oxidation condition with manganese(IV) oxide (MnO2) in situ, so this method was applied to prepare a series of derivatives Results of in vitro screening of newly synthesized derivatives identified compound I (R = pentyl) as having potent (IC50 = 0.014 μmol/l in CPA, 0.007 μmol/l in APA) and selective [IC50 values against vascular endothelial growth factor receptor 2 (VEGFR2, kinase domain region, KDR), epidermal growth factor receptor (EGFR), c-Met (hepatocyte growth factor receptor) and insulin growth factor I receptor (IGF-IR)/IC50 against PDGFR were each >1000] inhibitory activity. Moreover, in this series of derivatives, 7-[3-(cyclohexylmethyl)thioureido]-3-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxalin-2(1H)-one showed potent inhibitory activity toward both PDGF- and VEGF-induced signaling (PDGFR: IC50 = 0.004 μmol/l in CPA, 0.0008 μmol/l in APA, KDR: IC50 = 0.008 μmol/l in APA). Herein, the authors report a new and convenient synthetic method for this series of derivatives and its SAR study.

Chemical & Pharmaceutical Bulletin published new progress about Platelet-derived growth factor receptor β Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Li, Yi-Na; Li, Xue-Lin; Wu, Jin-Bo; Jiang, Hong; Liu, Yunmei; Guo, Yu; Zeng, Yao-Fu; Wang, Zhen published the artcile< Metal-free regioselective nitration of quinoxalin-2(1H)-ones with tert-butyl nitrite>, Reference of 89898-96-4, the main research area is nitro quinoxalinone preparation regioselective; quinoxalinone tert butyl nitrite metal free nitration.

A metal-free coupling of quinoxalin-2(1H)-ones with tert-Bu nitrite has been developed. Distinctly from the previous functionalization of quinoxalin-2(1H)-ones, this nitration reaction took place selectively at the C7 or C5 position of the Ph ring, affording a series of 7-nitro and 5-nitro quinoxalin-2(1H)-ones in moderate to good yields. Preliminary mechanistic studies revealed that the reaction may involve a radical process.

Organic & Biomolecular Chemistry published new progress about Coupling reaction, regioselective. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Reference of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider