Day: November 10, 2022

Ueno, Atsushi published the artcileCopper-Catalyzed Formal C-H Carboxylation of Aromatic Compounds with Carbon Dioxide through Arylaluminum Intermediates, Safety of 6-Methoxybenzofuran, the main research area is aryl carboxylic acid regioselective preparation; aromatic compound alkyl amido lithium aluminate deprotonative alumination; carbon dioxide arylaluminum carboxylation copper catalyst; aromatic compounds; carbene ligands; carbon dioxide; carboxylation; copper.

The C-H bond carboxylation of various aromatic compounds with CO2 was achieved by the deprotonative alumination with a mixed alkyl amido lithium aluminate compound iBu3Al(TMP)Li followed by the NHC-copper-catalyzed carboxylation of the resulting arylaluminum species, which afforded the corresponding carboxylation products in high yield and high selectivity. In addition to benzene derivatives, heteroarenes such as benzofuran, benzothiophene, and indole derivatives are also suitable substrates. Functional groups such as Cl, Br, I, vinyl, amide, and CN could survive the reaction conditions. Some key reaction intermediates such as the copper aryl and iso-Bu complexes and their carboxylation products were isolated and structurally characterized by X-ray crystallog. analyses, thus offering important information on the reaction mechanism.

Chemistry – An Asian Journal published new progress about Alumination (deprotonative, regioselective). 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Safety of 6-Methoxybenzofuran.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Liu, Bin published the artcileSynthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane, Computed Properties of 52010-22-7, the main research area is phenylenedimethanol preparation isobenzofuranone reduction base silane.

An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, was developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.

Chinese Chemical Letters published new progress about Bases Role: RGT (Reagent), RACT (Reactant or Reagent). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Computed Properties of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Anderson, Wayne K. published the artcileUse of 2,3-dichloropropene and 1,3-dichlorobut-2-ene as synthons for heterocyclic compounds. Synthesis of 2-methylbenzo[b]furans, 2-methylbenzo[b]thiophenes, and 4-methyl-2H-chromene, Category: benzofurans, the main research area is phenol condensation chloro alkene; thiophenol condensation chloro alkene; cyclization propene arylthio chloro; Claisen rearrangement aryloxychloropropene; benzofuran methyl; benzothiophene methyl; chromene methyl.

Addnl. data considered in indexing and abstracting are available from a source cited in the original document. The ethers I (X = O, R = H, p-Me, p-OMe, p-Cl, o-Me, o-OMe, o-Cl), prepared by condensation of the appropriate phenol with CH2:CClCH2Cl (II), underwent Claisen rearrangement to give the phenols III, acid-catalyzed cyclization of which gave 28-77% benzofurans IV (X = O). The thio ether I (X = S, R = H, p-Me, p-OMe, p-Cl, o-Me), similarly prepared from the appropriate thiophenol and II, cyclized directly on heating in PhNEt2 to give 54-80% benzothiophenes IV (X = S). Condensation of PhOH with MeCCl:CHCH2Cl gave 78% 3-chloro-1-phenoxybut-2-ene, which thermally cyclized to give 64% 4-methyl-2H-chromene.

Journal of the Chemical Society, Perkin Transactions 2: Organic and Bio-Organic Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Category: benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Zhou, Muxing published the artcileChiral Bicyclic Imidazole-Catalyzed Acylative Dynamic Kinetic Resolution for the Synthesis of Chiral Phthalidyl Esters, Computed Properties of 52010-22-7, the main research area is acylative dynamic kinetic resolution hydroxyphthalide bicyclic imidazole catalyst; enantioselective acylation hydroxyphthalide dynamic kinetic resolution; phthalidyl ester prodrug preparation acylative dynamic kinetic resolution; bicyclic imidazole; dynamic kinetic resolution; enantioselective acylation; organocatalyst; phthalidyl ester prodrugs.

Utilizing a chiral bicyclic imidazole organocatalyst, I, and adopting a continuous injection process, an alternative route has been developed for the efficient synthesis of chiral phthalidyl ester prodrugs via dynamic kinetic resolution of 3-hydroxyphthalides through enantioselective acylation (up to 99% ee). The computational studies suggest a general base catalytic mechanism differing from the widely accepted nucleophilic catalytic mechanism. The structure anal. of the key transition states shows that the CH-π interaction, and not the previously considered cation/π-π interactions between the catalyst and substrate, is the dominant factor giving rise to the observed stereocontrol.

Angewandte Chemie, International Edition published new progress about Acylation catalysts (stereoselective, kinetic resolution). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Computed Properties of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Graham, Samuel L. published the artcileTopically active carbonic anhydrase inhibitors. 3. Benzofuran- and indole-2-sulfonamides, HPLC of Formula: 50551-63-8, the main research area is benzofuransulfonamide preparation carbonic anhydrase inhibition; indolesulfonamide preparation carbonic anhydrase inhibition; carbonic anhydrase inhibition benzofuransulfonamide indolesulfonamide; ocular hypotensive benzofuransulfonamide indolesulfonamide; glaucoma treatment indolesulfonamide benzofuransulfonamide.

Derivatives of 2-benzofuran- and 2-indolesulfonamide (e.g., I, II) were prepared for evaluation as topically active ocular hypotensive agents. These compounds were excellent inhibitors of carbonic anhydrase and lowered intraocular pressure in a rabbit model of ocular hypertension. However, their development for clin. use was precluded because they cause dermal sensitization in guinea pigs. A correlation between electrophilicity, as assessed by in vitro reactivity with reduced glutathione, and dermal sensitization potential was further documented.

Journal of Medicinal Chemistry published new progress about Allergens Role: RCT (Reactant), RACT (Reactant or Reagent). 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, HPLC of Formula: 50551-63-8.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Henry, Martyn C. published the artcileSynthesis of Benzo[b]furans by Intramolecular C-O Bond Formation Using Iron and Copper Catalysis, Category: benzofurans, the main research area is benzofuran preparation regioselective; aryl alkyl ketone halogenation arylation iron copper catalyst.

One-pot processes for the synthesis of benzo[b]furans from 1-aryl- or 1-alkylketones using nonprecious transition metal catalysts have been developed. Regioselective iron(III)-catalyzed halogenation of the aryl ring, followed by iron- or copper-catalyzed O-arylation allowed the synthesis of various structural analogs, including the benzo[b]furan-derived natural products corsifuran C, moracin F, and caleprunin B.

Organic Letters published new progress about Acetamides Role: RCT (Reactant), RACT (Reactant or Reagent). 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Category: benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fang, Huaquan published the artcileA Pincer Ruthenium Complex for Regioselective C-H Silylation of Heteroarenes, Quality Control of 50551-63-8, the main research area is pincer ruthenium complex catalyst regioselective silylation heteroarene; heteroaryl silane preparation regioselective Hiyama Denmark coupling iodobenzene.

A pincer Ru(II) catalyst for the highly efficient undirected silylation of O- and S-heteroarenes with (TMSO)2MeSiH and Et3SiH is described, producing heteroarylsilanes with exclusive C2-regioselectivity, good functional-group tolerance, and high turnover numbers (up to 1960). The synthetic utility of the silylated products is demonstrated by Pd-catalyzed Hiyama-Denmark cross-coupling under mild conditions. One-pot, two-step silylation and coupling procedures have been also developed.

Organic Letters published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Quality Control of 50551-63-8.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Zhang, Bang-Le published the artcileA new efficient method for the total synthesis of linear furocoumarins, Product Details of C9H8O2, the main research area is furocoumarin total synthesis; psoralen total synthesis; benzofuran preparation; nitroalkyl phenol Nef oxidation intramol cyclocondensation.

A new efficient method for the synthesis of linear furocoumarins by a Nef reaction and intramol. cyclocondensation in one pot results in the construction of a benzofuran ring. This method provides a new strategy to furnish the benzofuran framework easily, and also allows the convenient synthesis of furocoumarin derivatives with different substituents on the coumarin ring by a subsequent Pechmann reaction. This strategy has also been applied to the preparation of four addnl. benzofuran derivatives

Synlett published new progress about Coumarins Role: SPN (Synthetic Preparation), PREP (Preparation). 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Product Details of C9H8O2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Nath, Sarbasri published the artcileFast Synthesis of Benzofurans from Coumarins, Application In Synthesis of 50551-63-8, the main research area is coumarin zinc oxide catalyst microwave irradiation ring contraction; benzofuran preparation green chem.

A new solid support, Zinc oxide was used as a green catalyst for the ring contraction of coumarins to benzofurans. Employing microwave induced synthesis whenever possible, minimizing the use of toxic solvents. Benzofurans was achieved from coumarins by ring contraction reaction in single step. Microwave irradiation was used to shorten the reaction time and to improve the yield.

Journal of Ultra Chemistry published new progress about Benzofurans Role: SPN (Synthetic Preparation), PREP (Preparation). 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Application In Synthesis of 50551-63-8.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Sun, Nan published the artcileZeolite-catalyzed synthesis of 2,3-unsubstituted benzo[b]furans via the intramolecular cyclization of 2-aryloxyacetaldehyde acetals, Synthetic Route of 50551-63-8, the main research area is benzofuran preparation tin exchanged zeolite catalyst cyclization aryloxyacetaldehyde acetal.

An efficient and environmentally benign heterogeneous catalytic process for the synthesis of 2,3-unsubstituted benzo[b]furans was established via the intramol. cyclization of 2-aryloxyacetaldehyde acetals. By using tin-exchanged H-β zeolite (Sn-β) as catalyst, a wide range of functionalized 2,3-unsubstituted benzo[b]furans could be prepared in good to excellent yields. The Sn-β zeolite catalyst also exhibited excellent shape selectivity on the cyclization of meta-substituted 2-aryloxyacetaldehyde acetals, and 6-substituted isomers were preferably formed up to 97% regio-selectivity. Moreover, Sn-β zeolite could be easily recovered and reused without any noticeable activity loss.

Tetrahedron published new progress about Beta zeolites Role: CAT (Catalyst Use), USES (Uses) (tin-exchanged). 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Synthetic Route of 50551-63-8.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem