Category: 2343-22-8

Synthetic Route of C8H8FN. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Metal-Organic Layers Hierarchically Integrate Three Synergistic Active Sites for Tandem Catalysis. Author is Quan, Yangjian; Lan, Guangxu; Shi, Wenjie; Xu, Ziwan; Fan, Yingjie; You, Eric; Jiang, Xiaomin; Wang, Cheng; Lin, Wenbin.

We report the design of a bifunctional metal-organic layer (MOL), Hf12-Ru-Co, composed of [Ru(DBB)(bpy)2]2+ [DBB-Ru, DBB=4,4′-di(4-benzoato)-2,2′-bipyridine; bpy=2,2′-bipyridine] connecting ligand as a photosensitizer and Co(dmgH)2(PPA)Cl (PPA-Co, dmgH=dimethylglyoxime; PPA=4-pyridinepropionic acid) on the Hf12 secondary building unit (SBU) as a hydrogen-transfer catalyst. Hf12-Ru-Co efficiently catalyzed acceptorless dehydrogenation of indolines and tetrahydroquinolines to afford indoles and quinolones. We extended this strategy to prepare Hf12-Ru-Co-OTf MOL with a [Ru(DBB)(bpy)2]2+ photosensitizer and Hf12 SBU capped with triflate as strong Lewis acids and PPA-Co as a hydrogen transfer catalyst. With three synergistic active sites, Hf12-Ru-Co-OTf competently catalyzed dehydrogenative tandem transformations of indolines with alkenes or aldehydes to afford 3-alkylindoles and bisindolylmethanes with turnover numbers of up to 500 and 460, resp., illustrating the potential use of MOLs in constructing novel multifunctional heterogeneous catalysts.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Fluoroindoline( cas:2343-22-8 ) is researched.Recommanded Product: 2343-22-8.Yang, Guoqiang; Lindovska, Petra; Zhu, Dajian; Kim, Justin; Wang, Peng; Tang, Ri-Yuan; Movassaghi, Mohammad; Yu, Jin-Quan published the article 《Pd(II)-Catalyzed meta-C-H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template》 about this compound( cas:2343-22-8 ) in Journal of the American Chemical Society. Keywords: regioselective meta carbon hydrogen bond olefination indoline palladium catalyst; acetoxylation indoline palladium catalyst; arylation indoline palladium catalyst. Let’s learn more about this compound (cas:2343-22-8).

Meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H functionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogs are selectively functionalized at the meta-positions.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Manganese-Catalyzed Regioselective Dehydrogenative C- versus N-Alkylation Enabled by a Solvent Switch: Experiment and Computation, the main research direction is alkylindole benzylindole regioselective preparation; manganese catalyst regioselective dehydrogenative alkylation indoline alc; mechanism transition state structure free energy regioselective dehydrogenative alkylation.SDS of cas: 2343-22-8.

In the presence of an air-stable manganese(I) bis(diphenylphosphinoethyl)amine complex, indolines underwent regioselective alkylation and dehydrogenation reactions with alkyl and benzylic alcs. mediated by CsOH in either toluene or toluene/2,2,2-trifluoroethanol to yield 3-alkylindoles and 1-alkylindoles, resp. The mechanism was studied exptl. and by calculation of the transition states and their free energies for the alkylation; the reaction takes place through combined acceptorless dehydrogenation and hydrogen autotransfer reactions.

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Synthetic Route of C8H8FN. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Novel purine conjugates with N-heterocycles: synthesis and anti-influenza activity. Author is Krasnov, Victor P.; Zarubaev, Vladimir V.; Gruzdev, Dmitry A.; Vozdvizhenskaya, Olga A.; Vakarov, Sergey A.; Musiyak, Vera V.; Chulakov, Evgeny N.; Volobueva, Alexandrina S.; Sinegubova, Ekaterina O.; Ezhikova, Marina A.; Kodess, Mikhail I.; Levit, Galina L.; Charushin, Valery N..

A number of novel amides were synthesized by coupling of 6-[(9H-purin-6-yl)amino]hexanoic acid to heterocyclic amines. The antiviral activity of the obtained compounds, as well as of purine conjugates in which 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine is linked to position 6 of purine through a fragment of ω-amino acids with varying lengths of polymethylene chains against influenza A and B viruses was studied in vitro. Purine derivatives showed to have moderate activity against influenza A (H1N1) virus. The antiinfluenza activity and cytotoxicity of conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine depend on the length of the linker fragment.

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Computed Properties of C8H8FN. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Acceptorless Dehydrogenation of N-Heterocycles by Merging Visible-Light Photoredox Catalysis and Cobalt Catalysis. Author is He, Ke-Han; Tan, Fang-Fang; Zhou, Chao-Zheng; Zhou, Gui-Jiang; Yang, Xiao-Long; Li, Yang.

Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N-heterocycles, by merging visible-light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen-storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway.

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Related Products of 2343-22-8. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Sustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles. Author is Huang, Honggui; Yu, Menglin; Su, Xiaolong; Guo, Peng; Zhao, Jia; Zhou, Jiabing; Li, Yi.

We disclose herein a photocatalytic difluoroalkylation and cyclization cascade reaction of N-(but-2-enoyl)indoles with broad substrate scopes in up to 90% isolated yield. This method provides sustainable and efficient access to synthesize difluoroalkylated pyrrolo[1,2-a]indoles with a quaternary carbon center under mild conditions.

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Recommanded Product: 5-Fluoroindoline. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about B(C6F5)3-promoted hydrogenations of N-heterocycles with ammonia borane. Author is Ding, Fangwei; Zhang, Yiliang; Zhao, Rong; Jiang, Yanqiu; Bao, Robert Li-Yuan; Lin, Kaifeng; Shi, Lei.

A transition-metal-free method for the B(C6F5)3-promoted hydrogenations of N-heterocycles using ammonia borane under mild reaction conditions was developed. The reaction afforded a broad range of hydrogenated products in moderate to good yields. The enantioselective versions for the corresponding products were also investigated via our approach, showing good feasibility.

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Application of 2343-22-8. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Identification of benzo[d]pyrrolo[2,1-b]thiazole derivatives as CENP-E inhibitors. Author is Yamane, Masayoshi; Sawada, Jun-ichi; Ogo, Naohisa; Ohba, Mai; Ando, Takayuki; Asai, Akira.

Kinesin centromere-associated protein E (CENP-E) has emerged as a potential target for the development of anticancer drugs due to its involvement in the mitotic progression of the cell cycle. Although several CENP-E inhibitors have been reported, more knowledge of chem. structures and inhibitory mechanisms is necessary for developing CENP-E inhibitors. Here, we describe the identification of new CENP-E inhibitors. Screening of a small-mol. chem. library identified benzo[d]pyrrolo[2,1-b]thiazole derivatives, including 1, as compounds with inhibitory activity against the microtubule-stimulated ATPase of the CENP-E motor domain. Among the mitotic kinesins examined, 1 selectively inhibited the kinesin ATPase activity of CENP-E. In a steady-state ATPase assay, 1 exhibited ATP-competitive behavior, which was different from the CENP-E inhibitor GSK923295. Compound 1 inhibited the proliferation of tumor-derived HeLa and HCT116 cells more efficiently than that of non-cancerous WI-38 cells. The inhibition of cell proliferation was attributed to the ability of 1 to induce apoptotic cell death. The compound showed antimitotic activity, which caused cell cycle arrest at mitosis via interference with proper chromosome alignment. We identified 1 and its derivatives as the lead compounds that target CENP-E, thus providing a new opportunity for the development of anticancer agents targeting kinesins.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of 5- and 6-haloindoles from indoline》. Authors are Ikan, R.; Hoffmann, E.; Bergmann, E. D.; Galun, A..The article about the compound:5-Fluoroindolinecas:2343-22-8,SMILESS:FC1=CC2=C(NCC2)C=C1).Quality Control of 5-Fluoroindoline. Through the article, more information about this compound (cas:2343-22-8) is conveyed.

cf. Terent’ev, et al., CA 54, 10991c. A mixture of 240 g. indoline and 2 1. concentrated H2SO4 stirred 1 hr. below 0° with a mixture of 90 ml. HNO3 and 2 h H2SO4 gave 95% 6-nitroindoline, m. 66-7° (BuOH); NAc derivative (I) m. 156-7°. I (250 g.) suspended in 600 ml. isoPrOH and hydrogenated over 10% Pd-C at 70°/80 lb./in.2 gave 85% 6-amino-1-acetyfindole (II), m. 181°. II (500 g.) suspended in a mixture of 760 ml. H2O and 760 ml. concentrated HCl and diazotized at 0-5° by a solution of 208 g. NaNO2 in 420 H2O, gave on stirring 1 hr. at 0-5° with a solution of 580 g. NaBF4 in 1 1. H2O a diazonium salt, which, filtered and washed successively with aqueous NaBF4 solution, cold EtOH, and Et2O and then dried, was extracted with iso-PrOH to give 55% 6-fluoro-1-acetylindole (III), b1 180°, b0.5 165°, m. 79-80°. III refluxed 1 hr. with 10 parts concentrated HCl gave quant. 6-fluoroindoline (IV), b0.3 70-2°, n29D 1.5533, also obtained directly by adding 1.5 moles NaOH/mole II to the iso-PrOH extract of the decomposition product of the diazonium fluoborate, and subsequent distillation A mixture of 7 1. xylene, 470 g. chloranil, and 194 g. IV refluxed 5 hrs. gave 60% 6-fluoroindole (V), m. 74.5-5.5°. IV (50 g.) dehydrogenated by 20-min. treatment at 180-200° with 3 g. 10% Pd-C gave 35% V. Dropwise addition of 170 ml. fuming HNO3 to 220 g. indoline in 3 1. Ac2O at 10-12° gave 350 g. orange solid when the product was poured on ice. After removing the small amount of dinitroacetylindoline by refluxing the product with 10 parts concentrated HCl 1 hr. and then filtering off the more acidic dinitroindole which precipitated, the filtrate was made alk. to aqueous NaOH solution and the precipitate refluxed 3 hrs. with Ac2O to give 73% 5-nitro-1-acetylindoline, m. 175-6° (AcOH), which hydrogenated over 10% Pd-C at 70° gave 85% the 5-amino analog (VI), m. 185-6° (aqueous EtOH). VI, diazotized and subjected to a Schiemann reaction, gave 55% 5-fluoro-1-acetylindoline, b8 170°, m. 110-11°, which was deacetylated quant. to 5-fluoroindoline, b15 116-18°, n24D 1.5559, and converted into 5-fluoroindole, m. 45-6°, by the above method. II (176 g.) was suspended in a mixture of 250 ml. H2O and 250 ml. concentrated HCl and diazotized at 0° with a solution of 70 g. NaNO2 in 150 ml. H2O, and the resulting diazonium solution added slowly at 0° to a Cu2Cl2. solution prepared from 310 g. CuSO4.5H2O and 81 g. NaCl in 1 1. H2O, 66 g. NaHSO3 and 44 g. NaOH in 0.5 1. H2O, and 500 ml. concentrated HCl, and the mixture heated to 45° slowly, stirred 2 hrs., cooled to 0°, and filtered gave 56% 6-chloro-1-acetylindoline, m. 127-8°, 85 g. of which refluxed 1 hr. with 850 ml. concentrated HCl gave 6-chloroindoline-HCl, m. 210°; the free base (VII) b28 156-8°, n29D 1.5984. Dehydrogenated with chloranil VII gave 60% 6-chloroindole, m. 89-90°. Similarly, 5-amino-1-acetylindoline gave 60%, the 5-chloro analog, m. 115-16° (EtOH), which was deacetylated to 94% 5-chloroindoline, b20 132-5°, n24D 1.5996, and in turn dehydrogenated to 62% 5-chloroindole, m. 69-70°, by chloranil. Ultraviolet data for these compounds were given.

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Computed Properties of C8H8FN. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Acceptorless Dehydrogenation of N-Heterocycles by Merging Visible-Light Photoredox Catalysis and Cobalt Catalysis. Author is He, Ke-Han; Tan, Fang-Fang; Zhou, Chao-Zheng; Zhou, Gui-Jiang; Yang, Xiao-Long; Li, Yang.

Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N-heterocycles, by merging visible-light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen-storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway.

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