Heterocyclic Building Block-benzofuran

Rao, Maddali L. N. published the artcileFunctional group manoeuvering for tuning stability and reactivity: synthesis of cicerfuran, moracins (D, E, M) and chromene-fused benzofuran-based natural products, Computed Properties of 56317-21-6, the publication is Organic & Biomolecular Chemistry (2017), 15(44), 9415-9423, database is CAplus and MEDLINE.

The protecting group maneuvering as a strategy was applied for tuning the stability and reactivity of 4-(2,2-dibromovinyl)benzene-1,3-diol and 6-(2,2-dibromovinyl)-2,2-dimethylchroman-7-ol in the domino synthesis of benzofuran-based natural products. The functional group demands and their impact on the reactivity driven by electronic effects were successfully managed by varying the protecting groups with substituted gem-dibromovinylphenols in domino couplings and triarylbismuth reagents under palladium-catalyzed conditions. This approach paved the way for the synthesis of moracin M and cicerfuran, and the first time synthesis of moracin D and moracin E along with chromene-fused benzofuran-based natural products in overall good yields.

Organic & Biomolecular 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 C14H10O4, Computed Properties of 56317-21-6.

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

Fernandez-Ramos, M. D. published the artcileOptical portable instrument for the determination of CO₂ in indoor environments, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Talanta (2020), 120387, database is CAplus and MEDLINE.

A portable device based on a colorimetric sensor to determine the atm. level of CO₂ gas is presented in this work. The system is based on a low-cost, low-power System on a Chip (SoC) microcontroller with integrated Wi-Fi. A user-friendly application was developed to monitor and log the CO₂ measurements when the system is connected to a Wi-Fi network. The sensing membrane is directly deposited on the surface of the color detector, thus reducing the complexity of the system. This sensing membrane is formed by a pH indicator α-naphtholphthalein, tetramethylammonium hydroxide pentahydrate, 1-ethyl-3-methylimidazolium tetrafluoroborate, Tween 20 and hydroxypropyl methylcellulose as the hydrophilic polymer. The system has been fully characterized, obtaining response and recovery times of 1.3 and 2.5 s, resp., a limit of detection of 51 ppm, and an average resolution of 6.3 ppm. This portable device was applied for the in-situ determination of CO₂ gas in the atm. inside classrooms in several secondary schools. The measurements were taken during complete workdays and the results were statistically compared with the same measurements taken using a com. available non-dispersive infra-red (NDIR) device. No significant statistical differences were found between the results obtained using both devices. A complete statistical treatment of the measurements made with the proposed portable device was carried out. The obtained results show that the concentration of CO₂ gas in some schools was higher than the desired concentration, with regard to influencing the student’s health, safety, productivity and comfort. This demonstrates the need to control this parameter to ensure appropriate indoor environmental quality (IEQ).

Talanta 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

Wu, Deyan published the artcileTotal synthesis of the 2-(aryl)benzo[b]furan-containing natural products from Artocarpus, COA of Formula: C14H10O4, the publication is Tetrahedron Letters (2015), 56(29), 4383-4387, database is CAplus.

In this study, 2-arylbenzo[b]furan-containing derivatives [i.e., moracin C and moracin M natural products from Artocarpus] have been synthesized in highest overall yield to date (1-7 steps with an overall yield of 41.9%; 4-6 steps with an overall yield of 56.3%). The authors also report the first total synthesis of artoindonesianin B-1 another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of (aryl)benzo[b]furan-containing natural product-like analogs to explore their biol. potential.

Tetrahedron Letters 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 C8H7NO4, COA of Formula: C14H10O4.

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

Gorski, Krzysztof published the artcileEfficient synthesis of 5-oxatruxene and the unusual influence of oxygen heteroatom on its physico-chemical properties, COA of Formula: C8H5IO, the publication is New Journal of Chemistry (2018), 42(8), 5844-5852, database is CAplus.

In this paper, the effective synthesis of oxatruxene and its photophys., electrochem. and structural features that transpire when a methylene unit in a truxene core is replaced by an oxygen atom to yield 5-oxatruxene is described. This modification broke the C_3h symmetry and at the same time introduced a more electroneg. structure as revealed by a four-fold increase in the quantum yield as compared to truxene. The derivatives of this material have great potential in optoelectronic devices and in organic photovoltaics. This proposed new synthetic method can be used to introduce other heteroatoms into the truxene system.

New Journal of 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, COA of Formula: C8H5IO.

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

Kruglyak, A. I. published the artcileBehavior of phthalein and sulfophthalein indicators in ethylenediamine-methanol solutions, SDS of cas: 596-01-0, the publication is Ukrainskii Khimicheskii Zhurnal (Russian Edition) (1986), 52(11), 1192-7, database is CAplus.

The behavior of phenol red, bromophenol red, bromophenol blue, thymol blue, phenolphthalein, thymolphthalein, α-naphtholphthalein, and erythrosine in H₂NCH₂CH₂NH₂ (I)-MeOH and Et₂NH-MeOH solutions was studied at 293 K by IR and visible spectrophotometry. The basicity of binary solvent mixtures was examined in relation to the ratio of the conjugated ionic indicator forms. Basicity at low concentrations of I is enhanced as a result of intermol. interactions with MeOH. Solvatochromic effects are also discussed.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) 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, SDS of cas: 596-01-0.

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

Ilagouma, A. T. published the artcileArylcyclohexylamines derived from BTCP are potent indirect catecholamine agonists, Category: benzofurans, the publication is European Journal of Medicinal Chemistry (1993), 28(5), 377-85, database is CAplus.

N-[1-(2-Benzo[b]thiophenyl)cyclohexyl]piperidine (BTCP)-related mols., e.g. I (R¹ = 2-benzo[b]thiophenyl, 2-benzo[b]furanyl, 2-naphthyl, 1-naphthyl, R² = H, 3-Me, 3,5-Me₂, 4-Me, 3-HOCH₂, 3-AcOCH₂, 4-BrCH₂, 3-ICH₂, 3-ClCH₂, R³ = H, 2-Me, 3-Me, 4-Me, 4-CMe₃) were prepared by chem. modulation of the 3 rings which constitute this dopamine (DA) and norepinephrine (NE) uptake inhibitor. The prepared compounds showed good homogeneity of action when tested in vitro [binding to the DA uptake complex and to the phencyclidine (PCP) receptor sites, inhibition of the synaptosomal uptake of DA and NE] and in vivo (locomotor activity in mice). The newly prepared structures, although formally related to the PCP structural model, no longer display significant affinity for the PCP receptor. These compounds behave like a new series of indirect potent stimulants of the dopaminergic and noradrenergic systems leading to potential antidepressive compounds

European Journal of Medicinal 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, Category: benzofurans.

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

Mazimba, Ofentse published the artcileAntioxidant and antibacterial constituents from Morus nigra, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is African Journal of Pharmacy and Pharmacology (2011), 5(6), 751-754, database is CAplus.

Constituents of the local Morus nigra L. (Black mulberry)were isolated and constituents were compared with other studied Mulberries and to evaluate its anti-oxidative and anti-bacterial activities. The isolated compounds were identified by comparison of spectral data (UV, IR, MS and NMR) with literature values. The stem bark and wood of M. nigra yielded a stilbenoid oxyresveratrol 1, a 2-arylbenzofuran moracin M2, four isoprenylated flavonoids; cyclomorusin 3, morusin 4, kuwanon C5 and a derivative of kuwanon C6, two tritepenes; betulinic acid 7, α-amyrin acetate 8 and a steroidal saponin β-sitosterol-3-O-β–glucoside 9. The phenolic isolates showed moderate DPPH radical scavenging activity (EC₅₀ = 23-135 μgml^-1) compared to ascorbic acid (EC₅₀ = 41 μgml^-1) after 30 min. Compounds 1, 2 and 4 to 6 showed activities against Staphylococcus aureus, Bacillus subtilis, Micrococus flavus, Streptococcus faecalis, Salmonella abony, Pseudomonas aeruginosa.

African Journal of Pharmacy and Pharmacology 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, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

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

Aelenei, Petruta published the artcileMorus alba leaf extract: Metabolite profiling and interactions with antibiotics against Staphylococcus spp. including MRSA, SDS of cas: 56317-21-6, the publication is Phytochemistry Letters (2019), 217-224, database is CAplus.

HPLC-DAD-ESI-Q-TOF-MS/MS metabolite profiling of Morus alba leaf extract led to the annotation of 25 constituents (two stilbene derivatives, 11 prenylflavonoids, five 2-arylbenzofurans, seven Diels-Alder type adducts). The extract was found to contain 57.83 mg/g flavonoids, 15.42 mg/g kuwanon G and 10.47 mg/g morusin. Despite its moderate antibacterial activity with min. inhibitory concentration (MIC) values of 250μg/mL against methicillin-resistant Staphylococcus aureus (MRSA) ATCC 33591 and ATCC 43300, methicillin-susceptible S. aureus (MSSA) ATCC 6538 and S. epidermidis ATCC 12228, Morus alba leaf extract reversed oxacillin-resistance of MRSA ATCC 43300. In addition, the extract showed synergy with gentamicin against MRSA ATCC 33591 and ATCC 43300 and S. epidermidis ATCC 12228, oxacillin against MRSA ATCC 33591 and tetracycline against S. epidermidis ATCC 12228. In these synergistic combinations, MIC values of antibiotics were significantly decreased (4-32-fold). These findings might be valuable for the development of novel treatment strategies in infections caused by MRSA and S. epidermidis.

Phytochemistry Letters 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, SDS of cas: 56317-21-6.

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

Nguyen, Thi Thanh Binh published the artcileSynthesis and biological evaluation of novel heterocyclic derivatives of combretastatin A-4, Category: benzofurans, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(23), 7227-7231, database is CAplus and MEDLINE.

A novel series of combretastatin A-4 heterocyclic analogs was prepared by replacement of the B ring with indole, benzofuran or benzothiophene, attached at the C2 position. These compounds were evaluated for their abilities to inhibit tubulin assembly: derivative cis-I, having a benzothiophene, showed an activity similar to those of colchicine or deoxypodophyllotoxin. The antiproliferative and antimitotic properties of cis-I against keratinocyte cancer cell lines were also evaluated and the intracellular organization of microtubules in the cells after treatment with both stereoisomers of I was also determined, using confocal microscopy.

Bioorganic & Medicinal Chemistry Letters 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, Category: benzofurans.

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

Nguyen, Thi Thanh Binh published the artcileSynthesis of (Z) isomers of benzoheterocyclic derivatives of combretastatin A-4: a comparative study of several methods, COA of Formula: C8H5IO, the publication is Tetrahedron (2013), 69(10), 2336-2347, database is CAplus.

Several methods for the preparation of (Z) trimethoxystyrene derivatives I [R = H, X = O, S, N-Boc, NH; R = OMe, NO₂, X = S] & II were investigated. After finding that the Wittig reaction led to unsatisfactory results, three different strategies were considered: a Suzuki coupling with a stereodefined monobromoalkene, a combination of hydrosilylation/vinylsilane hydrolysis and a palladium-catalyzed semi-hydrogenation step, using DMF/KOH as the hydrogen source. Our studies led us to prepare a series of diarylacetylene derivatives via a Sonogashira coupling reaction, and also to find out a copper-free basic cyclization leading to benzo[b]thiophenes. The final choice for the synthesis method of I & II strongly depends on the target compound but the semi-hydrogenation, which avoids the use of a toxic tin reducing agent, should be generally preferred.

Tetrahedron 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, COA of Formula: C8H5IO.

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