Heterocyclic Building Block-benzofuran

Carvajal, M. A. published the artcileHand-held optical instrument for CO₂ in gas phase based on sensing film coating optoelectronic elements, Quality Control of 596-01-0, the publication is Sensors and Actuators, B: Chemical (2010), 144(1), 232-238, database is CAplus.

Different strategies were tested to include a CO₂ optical gas sensor in a low-cost portable electronic instrument. Plastic solid-state sensor membranes are based on the quenching of a phosphorescent dye by the deprotonated form of a nonluminescent pH indicator. As a result of this study, the configuration with both optoelectronic components coated with sensing chem. (LED with the luminophore and photodetector with the pH-active dye) presents a better CO₂ response in terms of sensitivity and reproducibility than the other configurations studied by the authors. The portable measurement system resulting from the integration of coated LED with the luminophore and photodetector with the pH indicator was characterized in terms of calibration, sensitivity, short and long-term stability, transient response and thermal dependence with results comparable to laboratory instrumentation and other sensing films described in literature. The sensor calibration curve was modeled according to a theor. model, reported in the literature, with two coefficients, which was included in the microcontroller of the measurement system to provide a direct reading of the gas concentration in the display. The sensor’s full range is 0-100% CO₂ concentration The study of the response time of the membranes was made, obtaining response t₉₀ and recovery t₁₀ times of 31 and 117 s, resp. Temperature dependence was successfully fitted to an Arrhenius type function that was included in the microcontroller of the instrument, to calculate and display the CO₂ concentration, correcting the temperature dependence. The characterization demonstrated the reliability and good performance of this type of solution aimed at integrating chem. sensors in electronic and optoelectronic devices. The localization of the sensing film on the detector and on the light source makes any addnl. optical element unnecessary, thus reducing system costs, avoiding alignment problems, optimizing the efficiency of the signal collection and making it possible to replace the sensor easily.

Sensors and Actuators, B: Chemical published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Quality Control of 596-01-0.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Fuerstner, Alois published the artcileCyclobutenes by Platinum-Catalyzed Cycloisomerization Reactions of Enynes, Quality Control of 69626-75-1, the publication is Journal of the American Chemical Society (2005), 127(23), 8244-8245, database is CAplus and MEDLINE.

1,6-Enynes bearing (electron-rich) aryl substituents on their alkyne moiety rearrange to cyclobutene derivatives in the presence of catalytic amounts of PtCl₂ in toluene. The reaction is significantly accelerated when performed under an atm. of CO (1 atm), most likely by increasing the electrophilicity of the metal template by temporary coordination to this π-acidic ligand. This transformation allows the build up of considerable strain in the products as witnessed by the productive formation of tricyclic skeletons, such as 7 or 9. Moreover, these products provide evidence for the mechanistic scenario of platinum-catalyzed cycloisomerization reactions previously proposed, which are thought to proceed via organo-platinum species that mimic the reactivity of metal-complexed “nonclassical” carbocations.

Journal of the American Chemical Society published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Quality Control of 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Gundogdu, Nilufer published the artcileKinetic study for adsorption of α-naphtholphthalein onto silica gel surface-imprinted polymer and non-imprinted polymer, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Journal of Macromolecular Science, Part A: Pure and Applied Chemistry (2016), 53(12), 734-740, database is CAplus.

In this study, the mol. imprinting polymer (MIP) was prepared using α-naphtholphthalein as a template, 2-(diethylamino)ethyl acrylate as a functional monomer and ethylene glycol dimethacrylate as a crosslinking agent by aid of free radical polymerization onto surfaces of vinyltrimethoxysilane modified silica gel. The MIP was extracted with acetonitrile for overnight to remove the template mol. from the MIP. Non-imprinted polymer (NIMP) was synthesized using the same materials except α-naphtholphthalein as template mol. α-Naphtholphthalein adsorption on surfaces of the both polymer was studied at three different temperatures (19°C, 25°C and 35°C). It was observed that the adsorption capacity increased with increasing temperature and with time. The time required to reach the equilibrium for two polymers and all temperature was accepted to be nearly 6 h. The saturated adsorption amounts at the equilibrium were found as 120 mg/g, 123 mg/g and 127 mg/g at 19°C, 25°C and 35°C, resp. for MIP and 78 mg/g, 98 mg/g and 120 mg/g at 19°C, 25°C and 35°C, resp. for NIMP. The mechanism of adsorption of α-naphtholphthalein onto MIP and NIMP is nearly appropriate to pseudo-first-order kinetic model with an activation energy of 11.63 kJ/mol for MIP and 23.69 kJ/mol for NIMP. Thermodn. parameters of activated complex in the adsorption process showed that the adsorption was carried out with an endothermic activation enthalpy, large neg. entropy changes and the pos. values of ΔG* that the adsorption processes is not favorable.

Journal of Macromolecular Science, Part A: Pure and Applied Chemistry published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Medina-Mercado, Ignacio published the artcileGold-Catalyzed Ascorbic Acid-Induced Arylative Carbocyclization of Alkynes with Aryldiazonium Tetrafluoroborates, HPLC of Formula: 69626-75-1, the publication is ACS Catalysis (2021), 11(15), 8968-8977, database is CAplus.

Herein, arylative carbocyclization of alkynes 2-R-4-R¹-C₆H₃XCH₂CCR² (X = O, S, NTs; R = H, I; R¹ = H, OMe, Br, Ph, etc.; R² = n-Bu, Ph, thiophen-2-yl, etc.) catalyzed by gold was described. In this process, Au(I) is oxidized to Au(III) with aryldiazonium tetrafluoroborates R³C₆H₄N₂BF₄ (R³ = 4-NO₂, 3-CN, 4-C(O)OEt, etc.) following a photosensitizer-free and irradiation-free protocol. Ascorbic acid acts as a radical initiator, generating aryl radicals. According to DFT calculations, these radicals are added to Au(I), leading to a Au(II) species that is further oxidized to Au(III) with the assistance of a tetrafluoroborate anion. The overall arylative carbocyclization process is very energetically favorable, transforming arylpropargyl ethers into valuable 3,4-diaryl-2H-chromenes I in a completely regio- and stereoselective fashion. Furthermore, one of the synthesized 3,4-diaryl-2H-chromenes I exhibits polymorphism with marked differences in the color of its crystals, a property that could lead to the development of colored derivatives in the future.

ACS Catalysis published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, HPLC of Formula: 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

James, Clint A. published the artcileCombined Directed ortho and Remote Metalation-Suzuki Cross-Coupling Strategies. Efficient Synthesis of Heteroaryl-Fused Benzopyranones from Biaryl O-Carbamates, Computed Properties of 69626-75-1, the publication is Journal of Organic Chemistry (2009), 74(11), 4094-4103, database is CAplus and MEDLINE.

A concise synthesis of heteroaryl-fused dibenzopyranones, e.g. I (X = O, S, NH; R = H, MeO), has been achieved by the LDA-induced migration of heterobiaryl O-carbamates, e.g. II (X = O, S, NBoc), which, in turn, were prepared in good yields using a combined directed ortho lithiation (DoM)-transition-metal-catalyzed Suzuki cross-coupling strategy. An efficient and general route to a wide variety of heterocycles including coumestans I and the previously unknown isothiocoumestan ring system has been thereby achieved.

Journal of Organic Chemistry published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Computed Properties of 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Kim, Ji Yeon published the artcileChemical profiles and hypoglycemic activities of mulberry leaf extracts vary with ethanol concentration, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Food Science and Biotechnology (2013), 22(5), 1-5, database is CAplus.

Five mulberry leaf extracts (water, 25, 50, 75, and 100% EtOH) were characterized for in vitro hypoglycemic activity and chem. profiles. According to chem. profiles obtained from ¹⁵Tesla Fourier transform ion cyclotron resonance mass spectrometry, water extracts contained more 1-deoxynojirimycin (DNJ) and fewer phytochems. than other extracts However, water extracts showed the highest inhibitory activity of glucose uptake. The degree of inhibition of α-glucosidase activity was similar for all extracts The effect of mulberry leaf extracts on the glucose metabolism may be attributed to addnl. or cooperative effects of DNJ with other phytochem. compounds

Food Science and Biotechnology published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Appler, B. published the artcileDetection of β,β’-dichloroethyl sulfide on thin-layer chromatograms, Safety of 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Journal of Chromatography (1983), 264(3), 445-52, database is CAplus.

TLC was employed to detect and quantify very low concentrations of β,β’-dichloroethyl sulfide (sulfur mustard, HD) [505-60-2], on the basis of visualization of spots and R_f values. Various reagents and reactions were examined with respect to their sensitivity and selectivity. In particular, chem. similar compounds like thiodiglycol or β,β’-dichloroethyl oxide as well as a variety of organophosphorus esters (pesticides) and halogen-containing organic compounds were subjected to the same anal. procedures so as to check the selectivity of the TLC methods developed for HD. The best separations were obtained by developing silica chromatophores in CH₂Cl₂–n-hexane (1:1) solvent. The most satisfactory evidence for the presence of HD is based on a reaction with iodoplatinate [PtI₆]^2- and the subsequent application of starch solution (ultimate sensitivity 0.1 μg/μL). Somewhat less sensitive (0.5 and 1 μg, resp.), but quite selective, is a reaction utilizing Michler’s ketone in the presence of HgBr₂, which gives intense purple spots on a yellow background, and a photochem. reaction using AgNO₃. Other sensitive and selective reactions are those with triphenylmethane dyes in conjunction with AgNO₃ and with SeO₂.

Journal of Chromatography published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Safety of 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Huang, Chunhui published the artcileThe Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes, Formula: C8H5IO, the publication is Advanced Synthesis & Catalysis (2011), 353(8), 1285-1305, database is CAplus and MEDLINE.

A novel, easily removable and modifiable silicon-tethered pyridyldiisopropylsilyl directing group for C-H functionalizations of arenes has been developed. The installation of the pyridyldiisopropylsilyl group can efficiently be achieved via two complementary routes using easily available 2-(diisopropylsilyl)pyridine (I). The first strategy features a nucleophilic hydride substitution at the silicon atom in I with aryllithium reagents generated in situ from the corresponding aryl bromides or iodides. The second milder route exploits a highly efficient room-temperature rhodium(I)-catalyzed cross-coupling reaction between I and aryl iodides. The latter approach can be applied to the preparation of a wide range of pyridyldiisopropylsilyl-substituted arenes possessing a variety of functional groups, including those incompatible with organometallic reagents. The pyridyldiisopropylsilyl directing group allows for a highly efficient, regioselective palladium(II)-catalyzed mono-ortho-acyloxylation and ortho-halogenation of various aromatic compounds Most importantly, the silicon-tethered directing group in both acyloxylated and halogenated products can easily be removed or efficiently converted into an array of other valuable functionalities. These transformations include protio-, deuterio-, halo-, boro-, and alkynyldesilylations, as well as a conversion of the directing group into the hydroxy functionality. In addition, the construction of aryl-aryl bonds via the Hiyama-Denmark cross-coupling reaction is feasible for the acetoxylated products. Moreover, the ortho-halogenated pyridyldiisopropylsilylarenes, bearing both nucleophilic pyridyldiisopropylsilyl and electrophilic aryl halide moieties, represent synthetically attractive 1,2-ambiphiles. A unique reactivity of these ambiphiles has been demonstrated in efficient syntheses of arylenediyne and benzosilole derivatives, as well as in a facile generation of benzyne. In addition, preliminary mechanistic studies of the acyloxylation and halogenation reactions have been performed. A trinuclear palladacycle intermediate has been isolated from a stoichiometric reaction between diisopropyl(phenyl)pyrid-2-ylsilane and palladium acetate. Furthermore, both C-H functionalization reactions exhibited equally high values of the intramol. primary kinetic isotope effect (k_H/k_D = 6.7). Based on these observations, a general mechanism involving the formation of a palladacycle via a C-H activation process as the rate-determining step has been proposed.

Advanced Synthesis & Catalysis published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zheng, Zong-Ping published the artcileTyrosinase Inhibitory Constituents from the Roots of Morus nigra: A Structure-Activity Relationship Study, Formula: C14H10O4, the publication is Journal of Agricultural and Food Chemistry (2010), 58(9), 5368-5373, database is CAplus and MEDLINE.

The phytochem. profiles of Morus nigra roots and twigs were compared by HPLC with those of the old and young twigs of Morus alba which are known to contain oxyresveratrol and mulberroside A as major components. It was found that M. nigra root extract contains some unknown natural products with potential tyrosinase inhibitory activity. The extract (95% ethanol) of the roots of M. nigra was further investigated in this study. One new compound, 5′-geranyl-5,7,2′,4′-tetrahydroxyflavone, and twenty-eight known phenolic compounds were isolated. Their structures were identified by mass spectrometry and NMR spectroscopy. Nine compounds, 5′-geranyl-5,7,2′,4′-tetrahydroxyflavone, steppogenin-7-O-β-D-glucoside, 2,4,2′,4′-tetrahydroxychalcone, moracin N, kuwanon H, mulberrofuran G, morachalcone A, oxyresveratrol-3′-O-β-D-glucopyranoside and oxyresveratrol-2-O-β-D-glucopyranoside, showed better tyrosinase inhibitory activities than kojic acid. It was noteworthy that the IC₅₀ values of 2,4,2′,4′-tetrahydroxychalcone and morachalcone A were 757-fold and 328-fold lower than that of kojic acid, resp., suggesting a great potential for their development as effective natural tyrosinase inhibitors.

Journal of Agricultural and Food Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C6H5BF2O3, Formula: C14H10O4.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Wei, Guangfei published the artcileBiosyntheses characterization of alkaloids and flavonoids in Sophora flavescens by combining metabolome and transcriptome, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Scientific Reports (2021), 11(1), 7388, database is CAplus and MEDLINE.

Sophora flavescens are widely used for their pharmacol. effects. As its main pharmacol. components, alkaloids and flavonoids are distributed in the root tissues wherein mol. mechanisms remain elusive. In this study, metabolite profiles are analyzed using metabolomes to obtain biomarkers detected in different root tissues. These biomarkers include alkaloids, phenylpropanoids, and flavonoids. The high-performance liquid chromatog. anal. results indicate the differences in principal component contents. Oxymatrine, sophoridine, and matrine contents are the highest in the phloem, whereas trifolirhizin, maackiain, and kushenol I contents are the highest in the xylem. The transcript expression profiles also show tissue specificity in the roots. A total of 52 and 39 transcripts involved in alkaloid and flavonoid syntheses are found, resp. Among them, the expression levels of LYSA1, LYSA2, AO2, AO6, PMT1, PMT17, PMT34, and PMT35 transcripts are highly and pos. correlated with alkaloids contents. The expression levels of 4CL1, 4CL3, 4CL12, CHI5, CHI7, and CHI9 transcripts are markedly and pos. correlated with flavonoids contents. Moreover, the quant. profiles of alkaloids and flavonoids are provided, and the pivotal genes regulating their distribution in S. flavescens are determined These results contribute to the existing data for the genetic improvement and target breeding of S. flavescens.

Scientific Reports published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C12H9N3O4, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem