Heterocyclic Building Block-benzofuran

Liquid chromatography coupled to on-line post column derivatization for the determination of organic compounds: A review on instrumentation and chemistries was written by Zacharis, Constantinos K.;Tzanavaras, Paraskevas D.. And the article was included in Analytica Chimica Acta in 2013.Electric Literature of C17H10O4 This article mentions the following:

Anal. derivatization either in pre or post column modes is one of the most widely used sample pretreatment techniques coupled to liquid chromatog. In the present review article the authors selected to discuss the post column derivatization mode for the anal. of organic compounds The 1st part of the review focuses to the instrumentation of post-column setups including not only fundamental components such as pumps and reactors but also less common parts such as static mixers and back-pressure regulators; the 2nd part of the article discusses the most popular chemistries that are involved in post column applications, including reagent-less approaches and new sensing platforms such as the popular gold nanoparticles. Some representative recent applications are also presented as tables. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Electric Literature of C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Electric Literature of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Exhaustive Reduction of Esters Enabled by Nickel Catalysis was written by Cook, Adam;Prakash, Sekar;Zheng, Yan-Long;Newman, Stephen G.. And the article was included in Journal of the American Chemical Society in 2020.Synthetic Route of C10H8O3 This article mentions the following:

A one-step procedure to directly reduce unactivated aryl esters into their corresponding tolyl derivs was reported. This was achieved by an organosilane-mediated ester hydrosilylation reaction and subsequent Ni/NHC-catalyzed hydrogenolysis. The resulting conditions provided a direct and efficient alternative to multi-step procedures for this transformation that often required the use of hazardous metal hydrides. Applications in the synthesis of -CD₃-containing products, derivatization of bioactive mols., and chemoselective reduction in the presence of other C-O bonds were demonstrated. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Synthetic Route of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Synthetic Route of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Noradrenaline-Specific, Efficient Visualization in Brain Tissue Triggered by Unique Cascade Nucleophilic Substitution was written by Yue, Yongkang;Huo, Fangjun;Yin, Caixia. And the article was included in Analytical Chemistry (Washington, DC, United States) in 2019.Electric Literature of C20H10Cl2O5 This article mentions the following:

Noradrenaline as one of the most important neurotransmitters in the sympathetic nervous system plays key roles in all of the forebrain activities such as perception, memory, learning, and homeostasis, and its dysfunction is closely related to both neurodegenerative diseases and central nervous system disorders. The very similar structures and properties of the three coexisting catecholamine neurotransmitters-dopamine, epinephrine, and noradrenaline-make it almost impossible to design fluorescent probes that respond specifically to noradrenaline, which restricted its physiol. and pathol. studies greatly. Fantastic design turned dreams into reality in this work: the cascade nucleophilic substitution reactions between noradrenaline and fluorophore coupling carbonic ester, which formed a five-membered ring catechol-containing compound with the release of the fluorophore accompanied by unique fluorescent responses, allowed us to develop a fluorescent probe to detect and visualize noradrenaline over dopamine and epinephrine in brain tissue. Instead of the noradrenaline synzyme immunofluorescence labeling path, the present fluorescent probe can visualize noradrenaline directly with comparable specificity. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Electric Literature of C20H10Cl2O5).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Electric Literature of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Photochemical Functionalization of Graphene Oxide by Thiol-Ene Click Chemistry was written by Pineiro-Garcia, Alexis;Vega-Diaz, Sofia M.;Tristan, Ferdinando;Meneses-Rodriguez, David;Labrada-Delgado, Gladis Judith;Semetey, Vincent. And the article was included in Industrial & Engineering Chemistry Research in 2020.Computed Properties of C17H10O4 This article mentions the following:

Graphene oxide (GO) is an important platform that can be functionalized, notably because of its wide variety of functional groups. Functionalization is a critical step, leading to the production of GO-based materials for promising applications in many fields ranging from biomedicine, depollution, to energy storage. Defects introduced into the graphitic domain during graphite oxidation allow to obtain alkene groups, which can be functionalized via thiol-ene click reactions (TER). Usually, for GO functionalization by TER, thermal radical initiators have been used with disadvantages such as high reaction times and the subsequent GO reduction, losing possible oxygen functional groups that can be further used for a second functionalization. Hence, we introduce the photochem. functionalization of GO by TER, with cysteamine as the probe mol., using a photoinitiator. The reaction was characterized by attenuated total reflection-Fourier transform IR spectroscopy, UV spectroscopy, fluorimetry, XPS, and Raman spectroscopy. This new perspective of photoinduced TER provides advantages such as short reaction times, use of mild conditions, and avoiding a subsequent GO reduction, associated with efficient orthogonal functionalization. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Computed Properties of C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Computed Properties of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Studies in benzofurans. Part X. Syntheses of some benzofuro[3,2-d]pyrimidines and benzofuro[3′,2′:4,5]pyrimidol[1,2-b]benzo[d]thiazole was written by Vaidya, V. P.;Agasimundin, Y. S.. And the article was included in Indian Journal of Chemistry in 1981.Computed Properties of C9H8N2O2 This article mentions the following:

Acylation of 3-aminobenzofuran-2-carboxamide using succinic, maleic and phthalic anhydrides followed by cyclodehydration of the resultant products I (R = CH₂CH₂CO₂H, CH:CHCO₂H, 2-HO₂CC₆H₄ gives benzofuro[3,2-d]pyrimidines (II), which on further cyclodehydration furnish 2,3-dihydrobenzofuro[3,2-d]pyrrolo[1,5-a]pyrimidine-1,10-dione, benzofuro[3,2-d]pyrrolo[1,5-a]pyrimidine-1,10-dione, and benzofuro[3,2-d]isoindolo[1,7-a]pyrimidine-11,12-dione, resp. Reaction of ψ-saccharin chloride with 3-aminobenzofuran-2-carboxylic acid derivatives gave III and 7-oxobenzofuro[3′,2′:4,5]pyrimido[1,2-b]benzo[d]thiazole 5,5-dioxide (IV). In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Computed Properties of C9H8N2O2).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Computed Properties of C9H8N2O2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, characterization, and evaluation of curcumin-loaded endodontic reparative material was written by Alipour, Mahdieh;Fadakar, Sadaf;Aghazadeh, Marziyeh;Salehi, Roya;Samadi Kafil, Hossein;Roshangar, Leila;Mousavi, Ensieh;Aghazadeh, Zahra. And the article was included in Journal of Biochemical and Molecular Toxicology in 2021.Application In Synthesis of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

Curcumin (CUR) is an ancient therapeutic agent with remarkable antimicrobial and anti-inflammatory properties. The purpose of the current study was to synthesize and evaluate a curcumin-based reparative endodontic material to reduce infection and inflammation besides the induction of mineralization during the healing of the dentin-pulp complex. Poly-ε-caprolactone (PCL)/gelatin (Gel)/CUR scaffold was synthesized and assessed by SEM, Fourier transform IR spectroscopy, and thermo-gravimetric anal. (TGA). Agar diffusion test was performed against E. coli, A. baumannii, P. aeruginosa, S. aureus, E. faecalis, and S. mutans. Moreover, proliferative, antioxidative, anti-inflammatory, and calcification properties of these scaffolds on human dental pulp stem cells (hDPSCs) were evaluated. The results showed that PCL/Gel/CUR scaffold had antibacterial effects. Also, these CUR-based scaffolds had significant inhibitory effects on the expression of tumor necrosis factor α and DCF from inflamed hDPSCs (p < 0.05). Moreover, the induction of mineralization in hDPSCs significantly increased after seeding on CUR-based scaffolds (p < 0.05). Based on these findings, the investigated CUR-loaded material was fabricated successfully and provided an appropriate structure for the attachment and proliferation of hDPSCs. It was found that these scaffolds had antimicrobial, antioxidant, and anti-inflammatory characteristics and could induce mineralization in hDPSCs, which is essential for healing and repairing the injured dentin-pulp complex. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Application In Synthesis of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Application In Synthesis of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

HPLC-DAD-FLD Determination of Veterinary Pharmaceuticals in Pharmaceutical Industry Wastewater with Precolumn Derivatization Using Fluorescamine was written by Asperger, Danijela;Tisler, Vesna;Zrncic, Mirta;Mutavdzic Pavlovic, Dragana;Babic, Sandra;Horvat, Alka J. M.;Kastelan-Macan, Marija. And the article was included in Chromatographia in 2014.Recommanded Product: 38183-12-9 This article mentions the following:

A simple and robust method suitable for routine anal. of pharmaceuticals from different classes in pharmaceutical industry wastewater samples is presented. Seven veterinary pharmaceuticals (antibiotics and anesthetic) were simultaneously isolated from a highly complex wastewater matrix. Target compounds were 3 sulfonamide antibiotics (sulfaguanidine, sulfadiazine, and sulfamethazine), 3 fluoroquinolone antibiotics (ciprofloxacin, enrofloxacin, norfloxacin), and one anesthetic, procaine. The investigated compounds were simultaneously pre-concentrated and cleaned up by solid-phase extraction using Strata-X extraction cartridges. The anal. was performed using liquid chromatog. (LC) with diode array and fluorescence detectors connected in series to the chromatog. system. LC separation was performed on a C18 modified column (Phenomenex) with a gradient elution of mobile phase (0.1% acetic acid in water and 0.1% acetic acid in acetonitrile) in 25 min at 30 °C. Recoveries ranged from 86.9 to 110% with relative standard deviations < 10.1 %. Method limits of quantification were in the range of 0.005-0.1 μg L^-1 depending on the fluorescence intensity after precolumn derivatization by fluorescamine. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Recommanded Product: 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Recommanded Product: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

One-pot synthesis of novel symmetric 1,5-di(benzofuran-2-yl)-3-(4-substituted-aryl)-pentane-1,5-dione derivatives was written by Aruna, Kumar D. B.;Desai, Nivedita R.;Krishnaswamy, G.;Sreenivasa, S.;Mahadevan, K. M.. And the article was included in Indian Journal of Chemistry in 2014.Product Details of 38220-75-6 This article mentions the following:

Cyclocondensation of 5-R-2-hydroxybenzaldehydes (R = H, Cl, Br, O₂N) with bromoacetone under basic conditions in ethanol afforded the corresponding 5-R-2-acetylbenzofurans. Subsequent cross-aldol reaction/Michael addition of the latter with various aromatic aldehydes 4-R¹C₆H₄CHO (R¹ = H, Cl, O₂N, MeO) by grinding in the presence of a base in min. amount of acetonitrile at room temperature afforded novel sym. 1,5-di(benzofuran-2-yl)-3-arylpentane-1,5-diones I. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Product Details of 38220-75-6).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Product Details of 38220-75-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Rotational Diffusion Dynamics of Fluorescein Derivatives in Binary Mixtures of Solvents: An Experimental and Computational Study was written by Patil, Shivaraj A.;K. H., Nagachandra;Mannekutla, James R.;Chavan, Shrikrupa K.;Inamdar, Sanjeev R.. And the article was included in Journal of Fluorescence in 2022.Product Details of 76-54-0 This article mentions the following:

With a view to understand the nature of solute solvent interactions, rotational reorientation times (τr) of three medium sized dipolar laser dyes viz., dichlorofluorescein (DCF), sodium fluorescein (SF) and kiton red (KR) in two binary mixtures namely, aqueous-DMSO and aqueous-1-propanol have been determined employing steady state fluorescence depolarization technique. The exptl. results are analyzed in the light of SED hydrodynamic and of Gierer and Wirtz (GW) and Dote, Kivelson and Schwartz (DKS) quasihydrodynamic models. Rotational reorientation times (τr) are plotted as function of viscosity (η) on the binary solvent mixtures An interesting hook shaped profile is observed in both the binary mixtures of solvents that is likely to shed light on solute-solvent interactions. Further, theor. study has been carried out using Gaussian 09 software. The optimized geometry, HOMO-LUMO, energy gap and mol. electron potential map (MEPM) were extracted from DFT/B3LYP 6-311g(d) basis set. The hyper conjugation or intra-mol. delocalization was estimated from NBO anal. Strong interactions were observed between nO33→Ï?C31, πN38→Ï?C12 and πO32→π*(C31- O33) with E(2) energies of 203.58, 121.89 and 39.92 kJ/mol for SF, KR and DCF. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Product Details of 76-54-0).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Product Details of 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Furan compounds. VII. Rearrangement of 2-acylbenzofuran derivatives into chromonols was written by Ocskay, G.;Vargha, L.. And the article was included in Tetrahedron in 1958.HPLC of Formula: 1646-27-1 This article mentions the following:

The reactions of anti-(a) = and syn-(b)-2-benzofuryl ketoxime p-tolylsulfonates, 2-(p-MeC₆H₄SO₃N:CR)C₈H₅O (R = Me; Ph) (Ia, Ib; IIa, IIb) with EtOH and MeOH proceed according to their configurations. The anti derivatives Ia, IIa afford chromonoles, IIb undergoes Beckmann rearrangement, and Ib remains unchanged. IIa (15.4 g.) refluxed 2.5 hrs. in 123 ml. MeOH and 12 ml. H₂O and the solution kept overnight, the orange solution evaporated in vacuo and the residue taken up in 100 ml. Et₂O and 50 ml. H₂O, the H₂O layer extracted with Et₂O, and evaporated gave 5.8 g. p-MeC₆H₄SO₃NH₄ (III). The combined Et₂O solutions extracted 7 times with 40 ml. 5% NaHCO₃ solution and the alk. extract acidified gave a small amount of benzoylcoumaronone (IV) (cf. Geissman and Armen, C.A. 50, 2561b). The Et₂O solution extracted 10 times with 40 ml. N NaOH and the alk. extract acidified with 5N H₂SO₄ gave 1.45 g. flavonol (V), m. 168°. The Et₂O solution evaporated and the residue distilled, the distillate (5.2 g., b_0.2 147-9°) crystallized (dilute alc.), and recrystallized (petr. ether) gave 2-phenylchromanone 3-dimethylacetal, m. 113-14°; oxime (VI), m. 191° (aqueous Me₂CO). VI (0.4 g.) heated 2 hrs. on a steam bath in 5 ml. alc. and 5 ml. 2N H₂SO₄ and the mixture kept overnight at room temperature gave 80% V. IIb (12 g.) heated 3 hrs. on a steam bath with 96 ml. MeOH and 8 ml. H₂O and the mixture evaporated in vacuo, the residue taken up in 100 ml. Et₂O and 22 ml. H₂O, the acidic aqueous solution neutralized with NH₄OH to yield 70% III, and the Et₂O layer (containing no IV or V) evaporated gave 1.6 g. 2-benzofurancarboxylic acid anilide, m. 156-7°. The residue from evaporation of the alc. mother liquor distilled in vacuo gave 2.7 g. Me 2-benzofurancarboxylate, m. 50-1°, saponified with 2N NaOH and the hydrolyzate acidified, filtered, and the precipitate recrystallized (C₆H₆) giving authentic coumarilic acid. Ib (0.6 g.) refluxed in 95% alc. gave 93% Ib after 16 hrs. ad 17% unchanged Ib after 10 days together with 58% III. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1HPLC of Formula: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.HPLC of Formula: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem