Category: 1646-27-1

Direct Carboxylation of Electron-Rich Heteroarenes Promoted by LiO-tBu with CsF and [18]Crown-6 was written by Shigeno, Masanori;Hanasaka, Kazuya;Sasaki, Keita;Nozawa-Kumada, Kanako;Kondo, Yoshinori. And the article was included in Chemistry – A European Journal in 2019.Safety of Methyl benzofuran-2-carboxylate This article mentions the following:

The combination of LiO-tBu, CsF, and [18]crown-6 efficiently promoting the direct C-H carboxylation of electron-rich heteroarenes (benzothiophene, thiophene, benzofuran, and furan derivatives) I (R = Me, CN, Br, MeO, Cl, F; R¹ = H, CH₃, Br) and II (R² = Br, C₆H₅, C(O)C₆H₅, etc.; R³ = H; R²R³ = CH=CH-CH=CH; X = O, S) has been demonstrated. A variety of functional groups, including Me, methoxy, halo, cyano, amide, and keto moieties, is compatible with this system. The reaction proceeds via the formation of a tert-Bu carbonate species. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Safety of 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Safety of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Copper-Catalyzed C2 and C3 Phosphonation of Benzofuran and Benzothiophene with Trialkyl Phosphites was written by Wang, Yufeng;Yang, Yajie;Jie, Kun;Huang, Ling;Guo, Shengmei;Cai, Hu. And the article was included in ChemCatChem in 2018.HPLC of Formula: 1646-27-1 This article mentions the following:

A strategy for the selective phosphonation of benzofuran and benzothiophene with trialkyl phosphites was developed. In these reactions, the C-H phosphonation of benzofurans or benzothiophenes at the C2 or C3 position with trialkyl phosphites was successfully achieved without directing groups by using a copper catalyst. Addnl., the C5 phosphonation of furan was successful under the same conditions. 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. 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.HPLC of Formula: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

N,B-Bidentate Boryl Ligand-Supported Iridium Catalyst for Efficient Functional-Group-Directed C-H Borylation was written by Wang, Guanghui;Liu, Li;Wang, Hong;Ding, You-Song;Zhou, Jing;Mao, Shuai;Li, Pengfei. And the article was included in Journal of the American Chemical Society in 2017.COA of Formula: C10H8O3 This article mentions the following:

Convenient silylborane precursors for introducing N,B-bidentate boryl ligands onto transition metals were designed, prepared, and employed in ready formation of iridium(III) complexes via Si-B oxidative addition A practical, efficient catalytic ortho-borylation reaction of arenes with a broad range of directing groups was developed using an in situ generated catalyst from the silylborane preligand 3c and [IrCl(COD)]₂. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1COA of Formula: 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.COA of Formula: C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Nitration of natural products of furanic and benzofuranic rings was written by Jimenez-Estrada, M.;Ayala R., Jaime;Saad, Isabel;Reyes-Chilpa, Ricardo;Navarro O., Arturo. And the article was included in Revista Latinoamericana de Quimica in 1999.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

Nitration of cacalol acetate (I; R¹ = H), benzofuran derivative II (R² = R³ = R⁴ = H) and the tribromo derivative III (R⁵ = Br) of praecoxilina A with N₂O₄ in MeCN or CH₂Cl₂ gave nitro compounds I (R¹ = NO₂), II [R² = R⁴ = H, R³ = NO₂ (6.87%); R² = NO₂, R³ = R⁴ = H (2.75%); R² = R³ = H, R⁴ = NO₂ (1.37%)] and III (R⁵ = NO₂), resp. 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 derivatives are one of the most important oxygen-containing heterocycles. 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.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Chemical studies in relation to the biosynthesis of some natural benzofurans and related compounds. I was written by Nurunnabi, B. I.. And the article was included in Pakistan Journal of Scientific and Industrial Research in 1960.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

The formation of benzofurans by loss of an iso-Pr group from an isopropylfuran, formed by cyclization of an isopentenyl sidechain, was investigated. 6-Methoxycoumaran-3-one (I) (0.5 g.) in absolute EtOH was treated with NaBH₄ to give 6-methoxybenzofuran (II), b_1.5-2.0 67°, n¹⁸_D 1.5664 (picrate m. 64°; trinitrobenzoate m. 56°), and 3-(6-methoxy-2-benzofuranyl)-6-methoxybenzofuran (III), m. 144-5°. 6-Methoxy-2-isopropylidenecoumaran-3-one (IV) (1.5 g.) treated with NaBH₄ gave 2,2-bis(6-methoxycoumaran-3-onyl)propane (V), m. 203-4°, and II, b_0.8 80°. IV (100 mg.) in 10 ml. absolute EtOH was refluxed 40 min. under N with 50 mg. Na hyposulfite in 0.5 ml. 10% NaOH to give Me₂CO and V. IV (50 mg.) and 50 mg. I in absolute EtOH with 2 drops 10% NaOH gave V. o-Allylphenol (67 g.) in 79 g. C₅H₅N treated with excess BzCl gave the ester (VI), b_1.5 162°. V (11.9 g.) in 42.3 ml. HCO₂H was treated with 5.9 g. 30% H₂O₂ at 40°. After 2 hrs. the mixture was worked up to give an oily residue, which was hydrolyzed by refluxing 2 hrs. with aqueous methanolic NaOH to give 1-(o-hydroxyphenyl)propane-2,3-diol (VII), b_1.2 175°. Oxidation of VII with HIO₄ or Pb(OAc)₄ gave polymers. To 10 g. anhydrous Na₂SO₄, 20 ml. absolute EtOH and 2 ml. 1% OsO₄-Et₂O was added alternately 7.3N H₂O₂-Et₂O and 2.5M VI-Et₂O, after 1 day the HCHO removed with CO₂ gas, and the mixture worked up to give 1-(o-benzoyloxyphenyl)propane-2,3-diol (VIII), m. 82°. VIII (2 g.) in 100 ml. 70% EtOH was treated with 5.7 g. K periodate in 200 ml. N H₂SO₄ to give, after treatment of the product with semicarbazide-HCl, o-benzoyloxyphenylacetaldehyde semicarbazone, m. 184°. Attempted removal of the benzoyloxy group gave only resins. Benzyloxyallylbenzene (IX) (11.9 g.) was added to 7.6 g. perbenzoic acid in 140 ml. CHCl₃ to give after 4 days at 0° IX epoxide, b_1.5 173°, which was treated in EtOH with NaOH 5 days to give 60% 2-(hydroxymethyl)coumaran (X), b_1.0 108°; 3,5-dinitrobenzoate m. 114.5°. The benzoate of 2-hydroxy-4-methoxyallylbenzene was similarly prepared, b_1.1 173°, and converted to the epoxide (XI), b_0.75 196°. Alk. alc. hydrolysis of XI gave 2-hydroxymethyl-6-methoxycoumaran, b_1.5 138°; 3,5-dinitrobenzoate m. 140°. The epoxide (XII) of suberosin was prepared, m. 120-1°. XII (2 g.) and 1 g. red P were added to 150 ml. HBr (d. 1.5) and the mixture refluxed 1 hr. to give anhydronodakenetin (XIII), m. 136-7°. Coumarilic acid with MeOH and HCl gave Me coumarilate, m. 54-5°, reduced with LiAlH₄ in Et₂O to X. X was further reduced with Na in EtOH to 2-methylcoumarone, b_2.0 52°. Epoxidation of isopentenyl or allyl sidechains appeared to be an intermediate step in the biogenesis of benzofurans. Furans did not appear to arise from the oxidation of glycolic C₅ or C₃ sidechains. 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 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 antiviral, antimicrobial, antitumor, anti-inflammatory.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The First General and Selective Palladium(II)-Catalyzed Alkoxycarbonylation of Arylboronates: Interplay among Benzoquinone-Ligated Palladium(0) Complex, Organoboron, and Alcohol Solvent was written by Yamamoto, Yoshihiko. And the article was included in Advanced Synthesis & Catalysis in 2010.SDS of cas: 1646-27-1 This article mentions the following:

Methoxycarbonylation of aryl- and alkenylboron compounds was performed using the palladium(II) acetate/triphenylphosphine [Pd(OAc)₂/PPh₃] catalyst with p-benzoquinone as a stoichiometric oxidant in methanol at ambient temperature to obtain the corresponding Me esters in good yields. A wide variety of functional groups including various carbonyl functionalities, nitrile, nitro, sulfone, and unprotected pyrrole rings were tolerated in the methoxycarbonylation, while the use of higher alcs. except for tert-butanol afforded various p-chlorobenzoates in moderate to high yields. The catalytic alkoxycarbonylation proceeded without any acid or base additive, and an oxidative transmetalation step is proposed to explain the exceptional efficacy of this protocol. DFT and MP2 calculations support the proposed mechanism. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1SDS of cas: 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 antiviral, antimicrobial, antitumor, anti-inflammatory.SDS of cas: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Oxidative cyclization of 3-oxopropanenitriles mediated manganese(III) acetate with 2-thienyl substituted alkenes was written by Yilmaz, Mehmet;Uzunalioglu, Nese;Yakut, Mehtap;Pekel, A. Tarik. And the article was included in Turkish Journal of Chemistry in 2008.Electric Literature of C10H8O3 This article mentions the following:

The oxidative cyclization of 3-oxopropanenitriles with alkenes containing 2-thienyl group by manganese(III) acetate was studied. Treatment of 3-oxopropanenitriles with 2-[(E)-2-phenylvinyl]thiophene gave 4-phenyl-5-(2-thienyl)-4,5-dihydrofuran-3-carbonitriles in moderate yields (52%-60%). 5-(2-Thienyl) substituted 4,5-dihydrofuran-3-carbonitriles were obtained by the oxidative cyclization of these 3-oxopropanenitriles with 2-[(E)-1-methyl-2-phenylvinyl]thiophene in good yields (54%-68%). In addition, the reactions of 2-(1-phenylvinyl)thiophene with various 3-oxopropanenitriles produced 4,5-dihydrofurans containing heterocycle in 77%-91% yields. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Electric Literature of C10H8O3).

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.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ultraviolet spectra of some nitrobenzofurans and some nitrocumarilic acids was written by Andrisano, Renato;Duro, Francesco;Pappalardo, Giovanni. And the article was included in Gazzetta Chimica Italiana in 1956.Name: Methyl benzofuran-2-carboxylate This article mentions the following:

Spectra of benzofuran derivatives (wave length of maxima in A. and ε values in parentheses): 2-NO₂, 2240 (4.31), 2965 (4.02), 3350 (3.92); 4-NO₂ (I), m. 99-100°, 2160 (3.60), 3240 (3.97); 5-NO₂, 2380 (4.43), 2820 (3.83); 6-NO₂, 2235 (4.08), 3055 (4.03); 7-NO₂, 2200 (4.11); 2980 (3.87). Derivatives of coumarilic acid: 4-NO₂ (II), m. 243-4°, 2400 (4.18), 3085 (3.87), 3400 (3.89); 5-NO₂, 2250 (4.57), 2990 (barely perceptible shoulder (III)) (3.84); 6-NO₂, 2140 (4.21), 2270 (4.13), 3130 (4.17); 7-NO₂, 2520 (4.47), 2910 (III) (3.84). Me cumarilate (IV): 2180 (3.94); 2730 (4.28); derivatives of (IV): 4-NO₂, m. 162-3°, 2420 (4.13), 3080 (4.02), 3240 (4.01); 5-NO₂, m. 164-5°, 2560 (4.54), 2950 (III) (3.70); 6-NO₂, m. 147-8°, 2140 (4.15), 2260 (4.10), 2990 (4.25); 7-NO₂, m. 164-5°, 2250 (4.51), 2950 (III) (3.69). II is prepared in 42% yield by adding 0.2 mole salicylaldehyde in 100 ml. MeCOEt to 0.26 mole BrCH(CO₂Et)₂ and 0.3 mole K₂CO₃, refluxing 5 hrs., evaporating most solvent, dissolving the residue in H₂O, acidifying with H₂SO₄, extracting with Et₂O, evaporating the solvent, refluxing the residue 1 hr. with 10% alc. KOH, evaporating the alc., dissolving the residue in H₂O, acidifying with H₂SO₄, dissolving the precipitate in dilute NH₃, filtering, and acidifying the filtrate. I is prepared in 85% yield by refluxing 0.1 mole II in 100 ml. quinoline 1.5 hr. with 1.5 g. powd. Cu, diluting with Et₂O, filtering, washing with 2N HCl and H₂O, evaporating the solvent, and crystallizing the residue or subliming it in vacuo. IV and derivatives are prepared in 89-95% yield by dissolving the acids in MeOH, saturating the solution with HCl in the cold, refluxing 0.5 hr., adding to H₂O, extracting with Et₂O, and evaporating the solvent. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Name: 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. 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.Name: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Lithiation in flavones, chromones, coumarins, and benzofuran derivatives was written by Costa, Ana M. B. S. R. C. S.;Dean, Francis M.;Jones, Michael A.;Varma, Rajender S.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1985.Reference of 1646-27-1 This article mentions the following:

Flavones were lithiated in the 3-position by LiN(CHMe₂)₂ in THF at -78° to give stable derivatives which were readily converted to the corresponding carboxy, ethoxycarbonyl, mercapto, methylthio, trimethylsilyl, hydroxy, or other derivatives E.g., treatment of flavone with LiN(CHMe₂)₂ in THF at -78° gave 3-lithioflavone which reacted with CO₂ to give 92% 3-flavonecarboxylic acid. Benzofurans were preferentially lithiated at the 2-position; where this was blocked lithiation occurred in the 3-position in the presence of an activating group. Ring-opening of benzofurans occurred in some cases giving acetylenic phenols directly. Chromenes were lithiated at positions 2 and 3, depending on substitution. Coumarins generally behaved as esters and gave the corresponding amides with LiN(CHMe₂)₂, except for 4-methoxycoumarin which underwent lithiation in the 3-position. Deprotonation in the 32-position in ethers occurs easily only when there is an ether link antiperiplanar to the proton removed. The lithiated species are really unstable intermediates in trans eliminations leading to alkyne derivatives In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Reference of 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 have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Reference of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ester-Directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-Supported Iridium Complex was written by Kawamorita, Soichiro;Ohmiya, Hirohisa;Sawamura, Masaya. And the article was included in Journal of Organic Chemistry in 2010.Quality Control of Methyl benzofuran-2-carboxylate This article mentions the following:

The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene, pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system. 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. 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.Quality Control of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem