Category: 13391-27-0

Darling, Stephen D. published the artcileLithium-ammonia reduction of benzofurans, Recommanded Product: 5-Methoxy-2-methylbenzofuran, the main research area is FURAN BENZO REDN; BENZO FURAN REDN; BENZOFURANS LITHIUM AMMONIA REDN.

The reduction of 5-methoxy-2-methylbenzofuran (I), 5-methoxybenzofuran (II), 2,3- dihydro – 5 – methoxy – 2 – methylbenzofuran (III), and 2,3-dihydro-5-methoxybenzofuran (IV) with Li-NH3 systems is described. Furan ring opening was observed in the reduction of I or II when a limited amount of alc. was present in the NH3 solution With excess alc., the corresponding 5-methoxy-2,3,4,7-tetrahydrobenzofuran was formed from each substrate. A side product from the reduction of III was 2,3,4,5,6,7-hexahydro-2-methylbenzofuran (V). 21 references.

Journal of Organic Chemistry published new progress about FURAN BENZO REDN; BENZO FURAN REDN; BENZOFURANS LITHIUM AMMONIA REDN. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Recommanded Product: 5-Methoxy-2-methylbenzofuran.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ni, Yang published the artcileIron-catalyzed cross-dehydrogenative C-H amidation of benzofurans and benzothiophenes with anilines, Computed Properties of 13391-27-0, the main research area is diarylamine preparation; benzofuran aniline cross dehydrogenative amidation iron catalyst; benzothiophene aniline cross dehydrogenative amidation iron catalyst.

An efficient iron-catalyzed cross-dehydrogenative aromatic C-H amidation using DDQ as an oxidant under mild conditions was reported, providing a straightforward access to structurally diverse diarylamines 4-MeC6H4SO2NRR1 [R = 2-butylbenzofuran-3-yl, benzothiophen-3-yl, 4-MeOC6H4, etc.; R1 = 4-MeOC6H4, 3-F-4-MeOC6H3, 4-MeSC6H4, etc.] incorporating benzofuran/benzothiophene motifs. Mechanistic studies indicated that a nitrogen-centered anilino radical was involved in the C-N bond formation.

Organic Chemistry Frontiers published new progress about Amidation. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Computed Properties of 13391-27-0.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Bohn, Irene published the artcileThe essential root oil of Pimpinella major, Synthetic Route of 13391-27-0, the main research area is Pimpinella root oil composition; sesquiterpene Pimpinella root oil.

The composition of essential oil of P. major roots from 2 different sources in Italy was analyzed and shown to contain trans-epoxypseudoisoeugenyl tiglate as the major constituent (37.34 and 19.54%) along with such minor constituents as pseudoisoeugenyl tiglate and epoxypseudoisoeugenyl 2-methylbutyrate. Other sesqui- and trinorsesquiterpenoids (C12 hydrocarbons) were present in appreciable amounts, while monoterpenoids were found only in traces. The typical oil composition enables the delimitation of this plant from several other European Pimpinella species and is a valuable tool for evaluating the com. drug Radix pimpinellae. The detection of germacrene C is significant because this is the 1st report of its occurrence in the oil of an umbelliferous plant.

Planta Medica published new progress about Aldehydes. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Synthetic Route of 13391-27-0.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ota, Tomomi published the artcileSelective preparation and cyclization of 2-(2-hydroxyphenyl)-2-(isopropylthio)ethanols. New Synthesis of 1-benzofurans, Product Details of C10H10O2, the main research area is benzofuran; acetoxyisopropylthioethylphenol regioselective preparation cyclization; phenol alkylation isopropylthioethyl acetate.

Reaction of 2,4-R(R1)C6H3OH (R = H, R1 = H, Ph, Me, MeO, Cl, cyclohexyl, etc.; R = Me, MeO, Cl, R1 = H) with Me2CHSCH2CH2OMe activated by SO2Cl2 afforded 2-[2-acetoxy-1-(isopropylthio)ethyl]phenols I (R, R1 = as above) regioselectively, via [2,3]sigmatropic rearrangement of phenoxysulfonium ylides. The ortho-alkylated phenols thus obtained were cyclized with concentrate HCl in MeOCH2CH2OH to 1-benzofuran II (R, R1 = as above). 2-Methyl- and 2-phenyl-1-benzofuran were prepared similarly.

Journal of the Chemical Society, Perkin Transactions 3: Organic and Bio-Organic Chemistry published new progress about Alkylation. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Product Details of C10H10O2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Tabanca, Nurhayat published the artcileEssential Oil Composition of Pimpinella cypria and its Insecticidal, Cytotoxic, and Antimicrobial Activity, Name: 5-Methoxy-2-methylbenzofuran, the main research area is Pimpinella essential oil insecticidal antimicrobial.

A water-distilled essential oil (EO) from the aerial parts of Pimpinella cypria Boiss. (Apiaceae), an endemic species in northern Cyprus, was analyzed by GC-FID and GC-MS. Forty-five compounds were identified in the oil, which comprised 81.7% of the total composition The compound classes in the oil were oxygenated sesquiterpenes (33.9%), sesquiterpenes (22.0%), monoterpenes (11.4%), oxygenated monoterpenes (2.6%), and phenylpropanoids (7.5%). The main components of the oil were (Z)-β-farnesene (6.0%), spathulenol (5.9%), ar-curcumene (4.3%), and 1,5-epoxy-salvial(4)14-ene (3.8%). The P. cypria EO deterred yellow fever mosquitoes (Aedes aegypti) from biting at a concentration of 10 μg/cm2 in in vitro bioassays. The oil was tested for repellency in assays using human volunteers. The oil had a min. effective dosage (MED) for repellency of 47 ± 41 μg/cm2 against Ae. aegypti, which was less efficacious than the pos. control N,N-diethyl-3-methylbenzamide (DEET). In larval bioassays, P. cypria EO showed an LC50 value of 28.3 ppm against 1st instar Ae. aegypti larvae. P. cypria EO demonstrated dose dependent repellency against nymphs of the lone star tick, Amblyomma americanum. Between 45.0% and 85.0% repellency was observed at concentrations ranging from 26 to 208 μg/cm2. However, P. cypria EO was less effective compared with DEET in the tick bioassays. Cytotoxicity assays showed that the P. cypria EO did not exhibit significant effects up to the maximum treatment concentration of 50 μg/mL on HEK293, PC3, U87MG, and MCF cells. P. cypria EO also demonstrated moderate antimicrobial activity against Gram-neg. and -pos. bacteria with MICs ranging from 15.6 to 62.5 μg/mL, except for Candida albicans, which showed the same MIC value of 7.8 μg/mL as the pos. control, flucytosine. This is the first report on the chem. composition of P. cypria EO and its insecticidal, toxicant, cytotoxic, and antimicrobial activity.

Natural Product Communications published new progress about Aedes aegypti. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Name: 5-Methoxy-2-methylbenzofuran.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Menkir, Mengistu Gemech published the artcileThe role of cesium fluoride in aryl propargyl ether Claisen rearrangement and its mechanistic elucidation: a theoretical study, Formula: C10H10O2, the main research area is cesium fluoride aryl propargyl ether Claisen rearrangement mechanistic theor.

The role of cesium fluoride (CsF) in aryl propargyl ether Claisen rearrangement and its mechanistic pathway were studied in gas and solvent phase using the d. functional theory implemented in Gaussian 09. Results indicate that the [3,3]-sigmatropic rearrangement is the rate-limiting step with ΔG‡ value of 37.1 kcal/mol in solvent phase. Also, the enolization of α-allenylketone intermediate (Int1-CsF) has a higher free energy barrier, which implies that the formation of benzopyran is not favored in the presence of CsF. However, the abstraction of the α-hydrogen atom in Int1-CsF with CsF shows a very low free energy barrier and is the most favored pathway for aryl propargyl ether Claisen rearrangement in the presence of CsF to form benzofuran. In the case of substituted aryl propargyl ethers, a methoxy group on the benzene ring lowers the activation barrier. The HOMO-LUMO, conformational and NBO anal. indicate that increasing Me substitution on the propargyl residue enhances the rearrangement reaction.

Structural Chemistry published new progress about [3,3]-Sigmatropic rearrangement (rds). 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Formula: C10H10O2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Martin, R. published the artcileReinvestigation of the phenylpropanoids from the roots of Pimpinella species, Related Products of benzofurans, the main research area is phenylisopropanoid Pimpinella structure; isoeugenol derivative Pimpinella structure; fatty acid ester phenylisopropanoid Pimpinella; linolenate ester phenylisopropanoid Pimpinella.

The roots of P. saxifraga and P. major (Umbelliferae) were reexamined for their isoeugenol derivatives According to high field 1H and 13C NMR, as well as mass spectroscopic studies, the previously described substitution pattern (4-OH, 5-OMe) must be revised to be 2-OH and 5-OMe. A fatty acid ester of a phenylpropanoid was found, its structure was elucidated by 2-dimensional 1H NMR (1H-1H correlated spectroscopy).

Planta Medica published new progress about Pimpinella saxifraga. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Related Products of benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Margrey, Kaila A. published the artcilePredictive Model for Site-Selective Aryl and Heteroaryl C-H Functionalization via Organic Photoredox Catalysis, Safety of 5-Methoxy-2-methylbenzofuran, the main research area is site selective aryl heteroaryl functionalization organic photoredox catalysis.

Direct C-H functionalization of aromatic compounds is a useful synthetic strategy that has garnered much attention because of its application to pharmaceuticals, agrochems., and late-stage functionalization reactions on complex mols. On the basis of previous methods disclosed by our lab, we sought to develop a predictive model for site selectivity and extend this aryl functionalization chem. to a selected set of heteroaromatic systems commonly used in the pharmaceutical industry. Using electron d. calculations, we were able to predict the site selectivity of direct C-H functionalization in a number of heterocycles and identify general trends observed across heterocycle classes.

Journal of the American Chemical Society published new progress about Amination, regioselective. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Safety of 5-Methoxy-2-methylbenzofuran.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Rehan, Mohammad published the artcileSynthesis of Functionalized Benzo[b]furans via Oxidative Cyclization of o-Cinnamyl Phenols, Synthetic Route of 13391-27-0, the main research area is cinnamyl phenol palladium oxidative cyclization catalyst; benzofuran benzyl preparation.

Disclosed herein is an efficient synthetic route for the synthesis of functionalized 2-benzyl benzo[b]furans I (R1 = 5-Me, 5-OMe, 5-Ph, 4,6-diMe, etc.; R2 = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4, H, Me, etc.; Ar = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4, 1-naphthyl, etc.) via a regioselective 5-exo-trig intramol. oxidative cyclization of ortho-cinnamyl phenols using [PdCl2(CH3CN)2] as catalyst and benzoquinone as an oxidant. Further, a sequential ortho-cinnamylation of phenols using cinnamyl alcs. catalyzed by Re2O7, followed by an oxidative cyclization using the above Pd catalyst, is performed. The reaction showed broad substrate scope with good to excellent yields.

Journal of Organic Chemistry published new progress about Alkenylation, cinnamylation. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Synthetic Route of 13391-27-0.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Kubeczka, K. H. published the artcileThe compositions of the essential root oils from Pimpinella saxifraga s.l. and chemotaxonomic implications, HPLC of Formula: 13391-27-0, the main research area is Pimpinella root oil composition chemotaxonomy; sesquiterpene Pimpinella root oil chemotaxonomy.

The essential root oils of the P. saxifraga subspecies eusaxifraga, alpestris and nigra were investigated by means of capillary GC and spectroscopic methods. A total of 48 components was identified. Characteristic constituents of all oils are pseudoisoeugenol derivatives, sesquiterpenoids and trinor-sesquiterpene hydrocarbons, but the qual. and quant. patterns of the individual oils exhibit significant differences. The results obtained were discussed in regard to a chemotaxonomic reliable delimitation of the 3 described subspecies of P. saxifraga.

Zeitschrift fuer Naturforschung, C: Journal of Biosciences published new progress about Pimpinella saxifraga alpestris. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, HPLC of Formula: 13391-27-0.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem