Category: benzofurans

On December 31, 2019, Cai, Zhong-Jian; Liu, Chen-Xu; Wang, Qiang; Gu, Qing; You, Shu-Li published an article.Application In Synthesis of 5-Iodobenzofuran The title of the article was Thioketone-directed rhodium(I) catalyzed enantioselective C-H bond arylation of ferrocenes. And the article contained the following:

Planar chiral ferrocenes have received great attention in both academia and industry. Although remarkable progresses have been made over the past decade, the development of efficient and straightforward methods for the synthesis of enantiopure planar chiral ferrocenes remains highly challenging. Herein, authors report a rhodium(I)/phosphonite catalyzed thioketone-directed enantioselective C-H bond arylation of ferrocenes. Readily available aryl iodides are used as the coupling partners in this transformation, leading to a series of planar chiral ferrocenes in good yields and excellent enantioselectivities (up to 86% yield, 99% ee). Of particular note, heteroaryl coupled ferrocenes, which are difficult to access with previous approaches, can be obtained in satisfactory results. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Application In Synthesis of 5-Iodobenzofuran

The Article related to thioketone rhodium phosphonite catalyzed enantioselective carbon hydrogen arylation ferrocene, aryl thioketone ferrocene complex preparation crystal mol structure reactivity and other aspects.Application In Synthesis of 5-Iodobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On March 8, 2021, Liu, Jiandong; Gong, Hegui; Zhu, Shaolin published an article.Synthetic Route of 60770-67-4 The title of the article was BH3·Me2S: An Alternative Hydride Source for NiH-Catalyzed Reductive Migratory Hydroarylation and Hydroalkenylation of Alkenes. And the article contained the following:

Borane dimethylsulfide (BMS) was found to be an efficient hydride source for nickel-hydride catalyzed reductive migratory hydrofunctionalization reactions. Catalytic reductive migratory hydroarylation and migratory hydroalkenylation were achieved with BMS in high yields and with excellent regioselectivity. A large-scale experiment employing as little as 0.5 equiv of BH3·Me2S as the hydride source delivered the desired migratory hydroarylation product in high yield and selectivity. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Synthetic Route of 60770-67-4

The Article related to arylalkane preparation, nickel catalyst regioselective hydroarylation aryl alkene iodoarene bromoarene, bromoalkene regioselective hydroarylation aryl alkene nickel catalyst and other aspects.Synthetic Route of 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On June 30, 1988, Redondo, Jordi; Sanchez-Ferrando, Francisco; Valls, Montserrat; Virgili, Albert published an article.Electric Literature of 53724-96-2 The title of the article was Selective heteronuclear NOE enhancements in benzoheterocycles. Effect of ring size on indirect three-spin effects. And the article contained the following:

The 80 MHz 1H NMR and 20 MHz 13C NMR spectra of 5 4-methylcoumarins, 6 4-methyl-2(1H)-quinolones and 9 3-methylbenzo[b]furans, including 6 new compounds, were fully assigned. Homonuclear 1H〈1H〉 NOEs and selective heteronuclear 13C〈1H〉 NOEs were measured after low-power pre-saturation of the Me protons. Indirect, neg. heteronuclear NOE enhancements were found in suitable 3-spin systems of the 13C-1H-〈1H〉 type, and their magnitude was dependent on ring size. The 1st examples of indirect, heteronuclear NOE enhancements on non-protonated carbons are described. The experimental process involved the reaction of Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate(cas: 53724-96-2).Electric Literature of 53724-96-2

The Article related to benzoheterocycle noe heteronuclear, nmr benzoheterocycle, Physical Organic Chemistry: Resonance Spectra (Electron Spin, Nuclear Magnetic and Fourier Transform Nuclear Magnetic, Quadrupole, etc.) and other aspects.Electric Literature of 53724-96-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On July 15, 2022, Gravatt, Christopher S.; Johannes, Jeffrey W.; King, Eric R.; Ghosh, Avipsa published an article.Electric Literature of 60770-67-4 The title of the article was Photoredox-Mediated, Nickel-Catalyzed Trifluoromethylthiolation of Aryl and Heteroaryl Iodides. And the article contained the following:

Herein, a method employing a bench-stable Ni(II) salt and an iridium photocatalyst that was mediated the trifluoromethylthiolation of a wide range of electronically diverse aryl and heteroaryl iodides, likely via a Ni(I)/Ni(III) catalytic cycle was reported. The reaction was broad functional group tolerance and potential for application in medicinal chem., as demonstrated by a late-stage functionalization approach to access (racemic)-Monepantel. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Electric Literature of 60770-67-4

The Article related to aryl iodide silver trifluoromethanethiolate nickel iridium photochem trifluoromethylthiolation, trifluoromethyl thioarene preparation, racemic monepantel preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Ethers, Sulfides, and The Corresponding Onium Compounds and other aspects.Electric Literature of 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On May 5, 2017, Zhai, Yuntong; Chen, Xiaofei; Zhou, Wei; Fan, Mengyang; Lai, Yisheng; Ma, Dawei published an article.Related Products of 60770-67-4 The title of the article was Copper-Catalyzed Diaryl Ether Formation from (Hetero)aryl Halides at Low Catalytic Loadings. And the article contained the following:

Diaryl formation is achieved by coupling phenols and (hetero)aryl halides under the catalysis of CuI/N,N’-bis(2-phenylphenyl) oxalamide (BPPO) or CuI/N-(2-phenylphenyl)-N’-benzyl oxalamide (PPBO) at 90 °C using DMF or MeCN as the solvent. Only 0.2-2 mol % CuI and ligand are required for complete conversion, which represents the lowest catalytic loadings for a general Cu/ligand-catalyzed diaryl ether formation. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Related Products of 60770-67-4

The Article related to phenol aryl heteroaryl bromide iodide copper oxalamide catalyzed coupling, diaryl ether preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Ethers, Sulfides, and The Corresponding Onium Compounds and other aspects.Related Products of 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On November 13, 2014, Hirasawa, Hideaki; Kawamura, Naohiro; Kobayashi, Junichi published a patent.Product Details of 1459793-02-2 The title of the patent was Preparation of α-substituted glycine amides as TRPM8 inhibitors. And the patent contained the following:

Title compounds I [A1 = C6-10 aryl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.), 5-membered heterocyclyl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.) or 6-membered heterocyclyl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.); A2 = C6-10 aryl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.), heterocyclyl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.) or C3-6 cycloalkyl; X = CH or N; Y = -CR1R2- or oxygen atom; R1, R2 = independently H, halo or C1-6 alkyl; R3, R4 = independently H, halo, C1-6 alkyl, etc.; n = 1 or 2; or pharmacol. acceptable salts thereof] were prepared For example, to a solution of (R)-4,6-difluoroindan-1-ylamine (0.1 g) in methanol (1 mL) was added benzaldehyde (0.063 g), the resulting mixture was stirred at 60° for 1 h, treated with nicotinic acid (0.073 g) and 4-phenylcyclohexen-1-ylisocyanide (0.108 g) [room temperature → 60° (overnight)], cooled to room temperature, concentrated in vacuo, and treated with THF (3 mL), water (12 μL) and HCl (4 mol/L in dioxane, 440 μL) at room temperature for 1.5 h to give, after work-up, compound II (0.076 g). The invention compounds showed potent inhibitory effect on icilin-induced wet-dog shaking in rat. Compounds I are claimed useful for the treatment of diseases or conditions associated with afferent nerve hyperexcitability or injury. The experimental process involved the reaction of (S)-2,3-Dihydrobenzofuran-3-amine hydrochloride(cas: 1459793-02-2).Product Details of 1459793-02-2

The Article related to glycine amide preparation trpm8 inhibitor, nerve hyperexcitability disease treatment glycine amide trpm8 inhibition, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Benzocyclopropenes, Benzocyclobutenes, and Indenes and other aspects.Product Details of 1459793-02-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

《Semiconductor ZnO based photosensitizer core-shell upconversion nanoparticle heterojunction for photodynamic therapy》 was written by Li, Yongmei; Li, Yuemei; Bai, Yandong; Wang, Rui; Lin, Laixiang; Sun, Yina. Quality Control of 1,3-DiphenylisobenzofuranThis research focused onzinc oxide photosensitizer nanoparticle heterojunction photodynamic therapy. The article conveys some information:

Photodynamic therapy (PDT) as a noninvasive technique is widely used to treat cancer diseases due to its low side effects. PDT based on upconversion nanoparticles (UCNPs) improved tissue penetration and photo-stability. However, traditional photosensitizers and UCNPs were difficult to incorporate, which limited the circulation of the UCNPs in blood and decreased the PDT effect. Herein, we designed NaErF4@ZnO UCNPs for potential application in thyroid tumor cell PDT. With ZnO coated on NaErF4, the blue (415 nm), green (525 nm/545 nm) and red (661 nm) upconversion luminescence enhanced compared with that of NaErF4 core nanoparticles. Particularly, the generation of UV upconversion emission by NaErF4 sensitized ZnO, which catalyzed H2O and O2 to produce ROS reactive oxygen species (ROS) to induce papillary thyroid carcinoma (PTC) cell lines BHP 5-16. With 1000μg mL-1 of NaErF4@ZnO UCNPs, the viability of BHP 5-16 cells decreased to about 41% as measured by CCK8 assay with 980 nm NIR irradiation Moreover, it was confirmed that NaErF4@ZnO UCNPs had low toxicity for BHP 5-16 cells. All these results indicated that NaErF4@ZnO upconversion nanoparticles were an excellent platform for PDT treatment. The experimental process involved the reaction of 1,3-Diphenylisobenzofuran(cas: 5471-63-6Quality Control of 1,3-Diphenylisobenzofuran)

1,3-Diphenylisobenzofuran(cas: 5471-63-6) is a fluorescent dye. 1,3-Diphenylisobenzofuran is the model compound in studies of singlet fission.Quality Control of 1,3-Diphenylisobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

《A phototheranostic nanoparticle for cancer therapy fabricated by BODIPY and graphene to realize photo-chemo synergistic therapy and fluorescence/photothermal imaging》 was written by Su, Yu; Wang, Ning; Liu, Bingjie; Du, Yingying; Li, Ruonan; Meng, Yang; Feng, Yaqing; Shan, Zhongqiang; Meng, Shuxian. HPLC of Formula: 5471-63-6 And the article was included in Dyes and Pigments in 2020. The article conveys some information:

Phototheranostic agents are capable of both therapeutic and diagnostic potential, making them a promising strategy for cancer therapy. BODIPY is an outstanding photosensitizer for Photodynamic Therapy (PDT). Here we engineered a BODIPY-based phototheranostic nanoparticle with photo-chemo synergistic property and the nanoparticle MMC-Graphene@BODIPY-mPEG (MGBP) possesses excellent ROS production ability, high photothermal conversion efficiency (48%), and excellent therapy efficiency (HeLa cell viability was down to 17% after treatment) in vitro. Furthermore, because of its high fluorescence and anti-photobleaching ability of BODIPY and photothermal conversion ability of Graphene, MGBP showed superior fluorescence and photothermal imaging ability in the agar model. In summary, MGBP possessed the excellent potential for tumor tissue imaging-guided photo-chemo synergistic therapy.1,3-Diphenylisobenzofuran(cas: 5471-63-6HPLC of Formula: 5471-63-6) was used in this study.

1,3-Diphenylisobenzofuran(cas: 5471-63-6) can be used as a fluorescent probe for detection of superoxide anion radical (O2−) inside the membrane lipid layer by DPBF fluorescence quenching method. 1,3-Diphenylisobenzofuran(DPBF) can be used as quencher during the photoinactivation of TA-3 mouse mammary carcinoma cells containing hematoporphyrin.HPLC of Formula: 5471-63-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Application of 5471-63-6In 2020 ,《Steric effects on deprotonative generation of cyclohexynes and 1,2-cyclohexadienes from cyclohexenyl triflates by magnesium amides》 was published in Tetrahedron. The article was written by Hioki, Yuto; Mori, Atsunori; Okano, Kentaro. The article contains the following contents:

Steric effects on the deprotonative generation of cyclohexynes and 1,2-cyclohexadienes from cyclohexenyl triflates are described. A cyclohexenyl triflate, which is readily available from nonsubstituted cyclohexanone, was selectively converted to cyclohexyne using magnesium bis(2,2,6,6-tetramethylpiperidide) as base. The generated cyclohexyne was trapped by 1,3-diphenylisobenzofuran to afford the cycloadduct. This method was also applied to a benzo-fused cyclohexenyl triflate prepared from α-tetralone. A cyclohexenyl triflate bearing two Me substituents at the 3-position was selectively transformed into the corresponding 1,2-cyclohexadiene. This 1,2-cyclohexadiene reacted with 1,3-diphenylisobenzofuran, styrene, and nitrone to provide the corresponding cycloadducts in good yields. After reading the article, we found that the author used 1,3-Diphenylisobenzofuran(cas: 5471-63-6Application of 5471-63-6)

1,3-Diphenylisobenzofuran(cas: 5471-63-6) is a fluorescent dye. 1,3-Diphenylisobenzofuran is the model compound in studies of singlet fission.Application of 5471-63-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

In 2022,Su, Yu; Yuan, Baozhen; Jiang, Yaowen; Wu, Ping; Huang, Xiaolin; Zhu, Jun-Jie; Jiang, Li-Ping published an article in Chemical Science. The title of the article was 《A bioinspired hollow g-C3N4-CuPc heterostructure with remarkable SERS enhancement and photosynthesis-mimicking properties for theranostic applications》.SDS of cas: 5471-63-6 The author mentioned the following in the article:

Surface-enhanced Raman scattering (SERS) based on chem. mechanism (CM) has great potential for superior stability and selectivity. Moreover, a bioinspired CM-Raman substrate-Raman reporter system with charge separation and electron transport nature provides thylakoid-mimicking potential for multifunctional applications. Herein, hollow carbon nitride nanospheres hierarchically assembled with a well-oriented copper(II) phthalocyanine layer and hyaluronic acid (HCNs@CuPc@HA) were designed as a light-harvesting nanocomposite and photosynthesis-mimicking nanoscaffold that enhance both CM-SERS and photoredox catalysis. Remarkable SERS enhancement was achieved due to the strengthened short-range substrate-mol. interaction, enriched CuPc mol. loading and enhanced light-mater interactions. Meanwhile, the uniform CuPc mol. film mimics a photo-pigment to accelerate the near IR (NIR)-oxygen generation and photodynamic catalysis of photosynthetic membrane-like HCNs. The exptl. findings were further validated by numerical theory anal. The greatly enhanced SERS signal and photosynthetic-mimicking properties of the heterostructure (denoted as HCNCHs) were successfully employed for circulating tumor cell (CTC) diagnosis and SERS imaging-guided cancer catalytic therapy in tumor xenograft models. In the experimental materials used by the author, we found 1,3-Diphenylisobenzofuran(cas: 5471-63-6SDS of cas: 5471-63-6)

1,3-Diphenylisobenzofuran(cas: 5471-63-6) can be used as a fluorescent probe for detection of superoxide anion radical (O2−) inside the membrane lipid layer by DPBF fluorescence quenching method. 1,3-Diphenylisobenzofuran(DPBF) can be used to study the single crystal molecular structure and solution photophysical properties of DPBF.SDS of cas: 5471-63-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem