Category: 1646-27-1

Synthesis and recognition properties of tweezer-shaped anion receptors based on acylhydrazone units was written by Zou, Linbo;Pan, Dingwu;Yan, Bairen;Tan, Zan;Lu, Xinyang;Du, Huan;Bao, Xiaoping. And the article was included in Huaxue Tongbao in 2015.Application of 1646-27-1 This article mentions the following:

An indole-acylhydrazone-based tweezer-shaped anion receptor (I) was designed and synthesized, and it displayed a selective recognition for biol. important F^–, AcO^– and H₂PO₄^– (K_a > 10⁴ L/mol with a 1:1 stoichiometry) in CH₃CN containing 1 (vol)% DMSO. However, no binding interaction was observed for other anions such as Cl^–, Br^–, I^–, NO₃^–, N₃^–, HSO₄^– and ClO₄^–. Compared with 1, reference compound 2 (end groups were benzofuran) showed a decreased affinity towards the above three anions, especially for H₂PO₄^–. ¹H NMR titration experiments indicated that cooperative utilization of indole NHs and amide NHs within 1 led to it strong binding with anions. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Application of 1646-27-1).

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. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Application of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis of fused furans by gas-phase pyrolysis of 2-allyloxyaryl-propenoic esters was written by Black, Michael;Cadogan, J. I. G.;Mcnab, Hamish;Macpherson, Andrew D.;Roddam, V. Peter;Smith, Carol;Swenson, Helen R.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry in 1997.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

Flash vacuum pyrolysis of 2-allyloxypropenoic esters, e.g., I, gives benzo[b]furans, e.g., II, in synthetically useful yields by sequential generation of a phenoxyl radical, cyclization and ejection of the carboxylic ester function as a free radical leaving group. The method is compatible with a range of substituents on either the benzene ring or the propenoate chain, and is particularly effective for 2-substituted benzo[b]furans. The natural products 5-methoxybenzo[b]furan and angelicin have been synthesized in three and four steps resp. from com. available starting materials by this route. Related cyclizations to give naphtho[2,1-b]furan III were complicated by competitive formation of naphtho-[2,1b]pyran-3-ones, but the yield of the required product could be optimized by the choice of the radical precursor. Annulation of a furan ring onto a thiophene is also possible by this method, but lower yields are obtained in such pyrolyzes. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: Methyl benzofuran-2-carboxylate).

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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis of aryloxy analogs of arachidonic acid via Wittig and palladium-catalyzed cross-coupling reactions was written by Buckle, Derek R.;Fenwick, Ashley E.;Outred, D. James;Rockell, Caroline J. M.. And the article was included in Journal of Chemical Research, Synopses in 1987.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

2- And 4-HO₂C(CH₂)_nOC₆H₄CH:CH(CH₂)₆R (I, R = H, Pr, Bu, pentyl; n = 1-3) were prepared by Wittig olefination of HOC₆H₄CHO and HO₂C(CH₂)_nOC₆H₄CHO, but the E–Z isomer ratio was difficult to control. Z–I were obtained by partial reduction of R¹O₂C(CH₂)_nOC₆H₄CC(CH₂)₆R (R¹ = Me, Et), prepared by reaction of Me₃CSiMe₂OC₆H₄Br with HCC(CH₂)₆R. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Photochemical codimerization of benzofurans was written by Takamatsu, Kuniaki;Ryang, Hong-Son;Sakurai, Hiroshi. And the article was included in Journal of Organic Chemistry in 1976.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

The photochem. codimerization of benzofuran with 2-substituted benzofurans has been examined. Irradiation of benzofuran with 2-(3-pyridyl)benzofuran or 2-phenylbenzofuran gave the head-to-tail syn- (I, R = 3-pyridyl or Ph) and anti-cyclobutane codimers (I, α-H) as main products. Benzofuran with Me benzofuran-2-carboxylate on irradiation gave the head-to-head syn codimer II in addition to one homodimer of Me benzofuran-2-carboxylate and two carbonyl compounds III and IV. The former proceeds via the excited singlet of benzofuran and the latter involves the excited singlet of Me benzofuran-2-carboxylate. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. 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.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Enantioselective Intermolecular Mannich-Type Interception of Phenolic Oxonium Ylide for the Direct Assembly of Chiral 2,2-Disubstituted Dihydrobenzofurans was written by Hong, Kemiao;Dong, Shanliang;Xu, Xinxin;Zhang, Zhijing;Shi, Taoda;Yuan, Haoxuan;Xu, Xinfang;Hu, Wenhao. And the article was included in ACS Catalysis in 2021.Formula: C10H8O3 This article mentions the following:

An enantioselective intermol. Mannich-type interception of phenolic oxonium ylides with imines has been developed. The cooperative catalysis with achiral dirhodium complex and chiral phosphoric acid has been introduced to circumvent the competitive phenolic O-H bond insertion via dual H-bonding, enabling the synthesis of enantioenriched 2,2-disubstituted dihydrobenzofurans with good to high yield and high to excellent enantioselectivity under mild conditions. Preliminary antitumor activity study of these generated products indicated that the reduction product I exhibits high anticancer potency against human lung adenocarcinoma cells (A549 cells, IC₅₀ = 9.13μM). In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Formula: C10H8O3).

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. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Formula: C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Conjugation phenomena in α- and β-substituted pyrroles studied by infrared and ultraviolet spectrophotometry was written by Scrocco, Marisa;Caglioti, Luciano;Caglioti, V.. And the article was included in Atti accad. nazl. Lincei Rend., Classe sci. fis., mat. e nat. in 1958.Quality Control of Methyl benzofuran-2-carboxylate This article mentions the following:

Effects of ring substituents on the NH stretching frequency v(NH) of pyrroles (I) are further investigated. 2-Me, 3-Me, 2,4-Me₂, and 2,5-Me₂ substitutions cause only a very slight increase in v(NH) of I, an effect opposite to hyperconjugation. The v(CO) of the 3-CO₂Me compound previously given as 1700 cm.^-1 was resolved into 2 peaks, 1712 (strong) and 1698; similarly the 2-CO₂Me compound had maximum at 1715 and 1697 (strong), the lower ν presumably vibrations of internal chelates. The following data were similarly interpreted: (I substituents, strong v(NH), weak v(NH), strong v(CO), weak v(CO), ultraviolet maximum (log ε) and ultraviolet maximum (log ε) given): 3-CO₂Me, 3490, 3320, 1712, 1698 cm.^-1, 240 mμ (3.82), and – (-); 2-CO₂Me, 3326, 3472, 1697, 1715 cm.^-1, 261 (4.22) and 234.5 mμ (3.82); 2-CHO, 3284, 3468, 1650, 1666 cm.^-1, 279 (4.27), and 246 mμ (3.73); 2-Ac, 3294, 3466, 1640, 1662 cm.^-1, 276.5 (4.21) and 247 mμ (3.61); 2-COCH₂Cl, -, -, 1639, 1663 cm.^-1, 288.5 (4.3) and 246 mμ (3.6); 2-CO₂Me, 4-NO₂, -, -, -, -, 229 (4.26) and 285 mμ (3.75); 2-Ac, 5-CN, -, -, -, -, 248 (3.85) and 265 mμ (3.80). In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Quality Control of Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. 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.Quality Control of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Highly efficient direct visible-light-mediated oxidative esterification of aldehydes was written by Lindroth, Rickard;Bryce-Rogers, Hogan P.;Merke, Thomas P. M.;Wallentin, Carl-Johan. And the article was included in Photochemical & Photobiological Sciences in 2022.Formula: C10H8O3 This article mentions the following:

A very efficient one-pot procedure for the direct oxidation of aldehydes to esters RC(O)OR¹ [R = Ph, cyclohexyl, 4-MeOC₆H₄, etc.; R¹ = Me, Et, t-Bu, etc.] mediated by visible-light was presented. Utilizing a combination of indium triflate and N-bromosuccinimide, NBS, with either ortho-esters or alcs. provided rapid access to a variety of esters RC(O)OR¹. Certain substrates convert fully within a few seconds, other more challenging tert-Bu esters RC(O)OR¹ [R = 4-PhC₆H₄; R¹ = t-Bu] were formed in good yield after no more than 4 h. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Formula: C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Formula: C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

SeO₂-Mediated One-Pot Synthesis of 3-Cyanofurans from 3-Oxo-3-arylpropanenitriles and Substituted Acetaldehydes was written by Zhou, Jie;Zhu, Xinhai;Huang, Manna;Wan, Yiqian. And the article was included in European Journal of Organic Chemistry in 2017.Application In Synthesis of Methyl benzofuran-2-carboxylate This article mentions the following:

An SeO₂-mediated one-pot method was established for the synthesis of 3-cyanofurans I (R¹ = 2-Cl, 4-OMe, 2-F, 4-Cl, etc.; R² = i-Pr, t-Bu, Et, etc.) from 3-oxo-3-arylpropanenitriles and substituted acetaldehydes. The generality of the reaction was explored, and a plausible mechanism is proposed. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Application In Synthesis of Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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. 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.Application In Synthesis of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Inhibition of aromatase (P450_Arom) by some 1-(benzofuran-2-ylmethyl)imidazoles was written by Owen, Caroline P.;Nicholls, Paul J.;Smith, H. John;Whomsley, Rhys. And the article was included in Journal of Pharmacy and Pharmacology in 1999.Related Products of 1646-27-1 This article mentions the following:

Studies of a series of 1-(benzofuran-2-ylmethyl)imidazoles, 1-5, previously proposed as potential agents for prostatic cancer by their inhibition of 17β-hydroxylase: 17,20-lyase (P 450 17), have been extended to their selectivity against placental microsomal aromatase (P 450_Arom) in man. The compounds were 3-7-fold more potent than aminoglutethimide and had some selectivity for P 450 17 as expressed by the ratio (IC50 P 450_Arom)/(IC50 P 450) 17/17.0 (2), 10.3 (3), 34.6 (4) and 42.0 (5), where IC50 is the concentration resulting in 50% inhibition. The lower potency of 1-5 towards P 450_Arom compared with the racemic α-phenyl-substituted compounds (6, 80-1000 × aminoglutethimide) and some racemic α-Me (8.5 and 12.2 × aminoglutethimide) and α-Et (12.1 and 32.9 × aminoglutethimide) analogs has been rationalized. This work selectively extends studies of the P 450 17 inhibitor 5, a potential prostatic cancer agent, towards other cytochrome P 450 enzymes in the steroidogenic pathway and provides a general method for determining the relative influence of chem. manipulation of a parent inhibitor towards two enzymes in the pathway using addnl. literature data. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Related Products of 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Related Products of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Pyran series, its analogs, and related compounds. XXXV. Reaction of 4-chlorocoumarin and sodium alcoholates was written by Zagorevskii, V. A.;Savel’ev, V. L.;Dudykina, N. V.. And the article was included in Khim. Geterotsikl. Soedin. in 1970.HPLC of Formula: 1646-27-1 This article mentions the following:

Reaction of 4-chlorocoumarin (I) with NaOH in aqueous dioxane at 20° gave 92.5% (o-hydroxyphenyl)-propiolic acid (II); under reflux the reaction gave 80% benzofuran-2-carboxylic acid (III). II was hydrogenated over Pd/BaSO4 to give 81% (o-hydroxyphenyl)propionic acid. II, heated with aqueous NaOH, gave 83% III. I, treated with NaOMe in MeOH at 20°, gave 95.6% 4-methoxycoumarin (IV); at 70° the reaction gave 91.1% IV and 7.5% III. I with MeONa in MeOH-dioxane gave 64% IV, 17% III, and 12% III Me ester. Reaction of I with EtONa in EtOH at 70° gave 38% 4-ethoxycoumarin (V), 11% III, and 31.6% III Et ester (VI). In EtOH-dioxane the reaction gave 17.4% V, 7.5% III, and 48% VI. I with PhONa in dioxane gave 85% 4-phenoxycoumarin and 13% II. I with Me2NCH2CH2ONa in PhMe gave 15% (as HCl salt) 2-(dimethylamino)ethoxy]coumarin, ester (VII) of III, 15% III, and 18% 4-[2-(dimethylamino)ethoxy]coumarin, which with concentrated HCl gave 4-hydroxycoumarin; VII.HCl similarly gave III. V treated with EtONa in EtOH-dioxane gave 24% 4-hydroxycoumarin and traces of VI; analogous results were obtained in EtOH alone. 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. 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. 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.HPLC of Formula: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem