Heterocyclic Building Block-benzofuran

Usui, Shinya published the artcileDirect ortho Cupration: A New Route to Regioselectively Functionalized Aromatics, COA of Formula: C8H5IO, the publication is Journal of the American Chemical Society (2007), 129(49), 15102-15103, database is CAplus and MEDLINE.

The authors have developed a direct regio- and chemoselective method for generating functionalized aromatic cuprate compounds through deprotonative directed ortho cupration using TMP(tetramethylpiperidino)-cuprates (R(TMP)Cu(CN)Li₂; R = alkyl, Ph, or TMP) that were prepared by mixing of CuCN, RLi, and Li tetramethylpiperidide (LTMP) in THF. Deprotonative cupration of various functionalized benzenes with TMP-cuprate proved effective for the direct generation of o-functionalized Cu aromatic and heteroaromatic derivatives, particularly those with electrophilic functional groups, such as cyano, amide, and halogens. Direct cupration, followed by electrophilic trapping, provided a convenient preparative method for 1,2- or 1,2,3-multisubstituted aromatic compounds, e.g. 95 % 2-iodo-1,3-dimethoxybenzene from 1,3-dimethoxybenzene. The functionalized aromatic cuprate intermediates also undergo oxidation reactions very efficiently and with high regio- and chemoselectivity to afford functionalized phenol, ligand(hetero)-coupling, or homocoupling products by appropriately changing the oxidants and cuprates. The crystal and mol. structures of (TMP)₂Cu(CN)Li₂THF were determined by x-ray crystallog.

Journal of the American Chemical Society published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C15H24O2, COA of Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Partridge, Benjamin M. published the artcileSterically controlled iodination of arenes via iridium-catalyzed C-H borylation, SDS of cas: 69626-75-1, the publication is Organic Letters (2013), 15(1), 140-143, database is CAplus and MEDLINE.

A mild method to prepare aryl and heteroaryl iodides by sequential C-H borylation and iodination is reported. The regioselectivity of this process is controlled by steric effects on the C-H borylation step and is complementary to existing methods to form aryl iodides. The iodination of boronic esters has potential for the synthesis of radiolabeled aryl iodides, as demonstrated by the concise synthesis of a potential tracer for SPECT imaging.

Organic Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, SDS of cas: 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Sivaraman, Aneesh published the artcileA protecting group-free divergent synthesis of natural benzofurans via one-pot synthesis of 2-bromo-6-hydroxybenzofurans, Category: benzofurans, the publication is Organic & Biomolecular Chemistry (2019), 17(8), 2153-2161, database is CAplus and MEDLINE.

The first one-pot strategy for the efficient synthesis of 2-bromo-6-hydroxybenzofurans was reported. The present protocol provided shorter routes for the synthesis of moracins M, N, O and P; gramniphenols F and G; and morunigrol C using a protecting group-free approach.

Organic & Biomolecular Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C28H41N2P, Category: benzofurans.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Naik, Ravi published the artcileBioactive benzofuran derivatives: Moracins A-Z in medicinal chemistry, Computed Properties of 56317-21-6, the publication is European Journal of Medicinal Chemistry (2015), 379-393, database is CAplus and MEDLINE.

A review. Benzofuran heterocycles are fundamental structural units in a variety of biol. active natural products as well as synthetic materials. Over the time, benzofuran derivatives have attracted many researchers due to the broad scope of their biol. activity, which include anticancer, antimicrobial, immunomodulatory, antioxidant and anti-inflammatory properties. Egonol, homoegonol and moracin families are biol. active natural products containing benzofuran heterocycle as basic structural units. This paper focuses on the moracin family (moracin A to Z). Morus, a genus of flowering plants in the family Moraceae, comprises 10-16 species of deciduous trees commonly known as mulberries. The root bark, stem bark and leaves of Morus alba, M. lhou, Morus macroura are the main sources for arylbenzofuran derivatives including the moracins. A large volume of research has been carried out on moracins and their derivatives, which has shown the pharmacol. importance of this benzofuran heterocyclic nucleus. In this mini-review, we attempt to highlight the importance of moracins, as they have been a major source for drug development. Herein, the authors also summarize the current state of the art concerning the synthesis and medicinal use of moracins A-Z.

European Journal of Medicinal Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Computed Properties of 56317-21-6.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Fu, Zhengjiang published the artcileTransition metal-free electrocatalytic halodeborylation of arylboronic acids with metal halides MX (X = I, Br) to synthesize aryl halides, Application of 2-Iodobenzofuran, the publication is Organic Chemistry Frontiers (2020), 7(3), 590-595, database is CAplus.

An efficient and regioselective ipso-halogenation of diverse arylboronic acids RB(OH)₂ (R = 4-chlorophenyl, 2,4-dimethoxyphenyl, 1-benzofuran-2-yl, etc.) with sodium halide salts NaX (X = I, Br) to synthesize aryl halides RX has been well established under electrochem. conditions. A gram-scale reaction has been performed to evaluate the applicability of the protocol. Cyclic voltammetry experiments indicated that the halide anion was oxidized prior to the 4-methoxyphenylboronic acid substrate under standard conditions.

Organic Chemistry Frontiers published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Application of 2-Iodobenzofuran.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Liu, Zhihua published the artcile2-Arylbenzofurans from the leaves of oriental tobacco and their cytotoxicity, Computed Properties of 56317-21-6, the publication is Asian Journal of Chemistry (2013), 25(15), 8278-8280, database is CAplus.

Four types of 2-arylbenzofurans (1-4), including a new compound, tobarylbenzofuran A (1), were isolated from the leaves of oriental tobacco (a variety of Nicotiana tabacum L). Their structures were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. The two compounds were tested for their cytotoxicity against five human tumors (NB4, A549, SHSY5Y, PC3, and MCF7) cell lines. The results showed that compound 1 showed notable inhibitory effect against SHSY5Y and MCF7 cell lines, with IC₅₀ values of 3.5 and 1.8 μM, resp.

Asian Journal of Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Computed Properties of 56317-21-6.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Jasmansyah published the artcileAntibacterial constituents from Morus macroura, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Research Journal of Chemistry and Environment (2019), 23(11), 37-40, database is CAplus.

Morus macroura Miq. is the only Morus plant species found in West Sumatera of Indonesia. Our previous phytochem. studies have isolated two stilbene dimers from the woods and root trunks of the plant. In this study we report six phenolic compounds, namely Me 2,4-dihydroxy-3,6-dimethylbenzoate (1), norarto-carpanone (2), moracins M (3) and B (4), mulberroside C (5) and mulberrofuran K (6) from the tree barks of this plant. Structures of these compounds were determined based on NMR and mass spectral data. On antibacterial evaluation, compound 7 showed significant antibacterials against gram-(+) bacteria Bacilus subtilis and Staphylococcus aureus.

Research Journal of Chemistry and Environment published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Seong, Su Hui published the artcileMoracin derivatives from Morus Radix as dual BACE1 and cholinesterase inhibitors with antioxidant and anti-glycation capacities, Related Products of benzofurans, the publication is Life Sciences (2018), 20-28, database is CAplus and MEDLINE.

Morus, a member of the family Moraceae and commonly known as the mulberry, comprises a pharmaceutically important plant group whose major constituents are the moracins. We designed the current study to explore the anti-AD activity of moracin derivatives via in vitro inhibition of BACE1 and cholinesterase, their antioxidant activity via scavenging ONOO^– and ABTS·⁺ radicals, and their anti-diabetic activity through inhibition of advanced glycation end-products (AGEs) formation. Moreover, to define the mechanism of action of moracin derivatives in depth, we performed in silico mol. modeling using a computer-assisted drug design and modeling program. Among the four Morus-derived moracins tested, moracin S, which has a prenyl moiety in the 2-aryl benzofuran scaffold, possessed the highest BACE1 inhibitory activity. It also, in a dose-dependent fashion, decreased ONOO^–-mediated bovine serum albumin (BSA) nitration and formation of AGEs and amyloid cross-beta structures in the glycated BSA system, and it showed notable radical scavenging activity. In addition, enzyme kinetic and mol. docking studies demonstrated that moracin S is a potent, competitive BACE1 inhibitor that could interact with key catalytic aspartyl residues. The prenyl moiety in the 2-aryl benzofuran structure plays a crucial role in inhibition of BACE1. These in vitro and in silico results provide valuable information for the design of anti-AD drugs.

Life Sciences published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C6H12F3NO5S, Related Products of benzofurans.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Li, Mengxuan published the artcileIdentification of benzofuran compounds in Ramulus mori and their antitumor activities, Product Details of C14H10O4, the publication is Shizhen Guoyi Guoyao (2010), 21(12), 3343-3344, database is CAplus.

The benzofuran compounds in Ramulus mori were isolate and identified to study their antitumor activities. The compounds were isolated by silica gel and column chromatogram. The chem. structures were identified by physicochem. determination and spectrum. The compounds obtained had inhibitive effects to the growth of A549and MCF7. Two benzofuran compounds were obtained which were Moracin M (Mt-1) and Moracin C (Mt-6). Mt-1 and Mt-6 had no obvious killing effects to A549and MCF7. Mt-6 had obvious inhibitive effect to cell proliferation of MCF7 cell. The antitumor activities of benzofuran compounds are related with the site of hydroxyl in benzene cycle.

Shizhen Guoyi Guoyao published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Product Details of C14H10O4.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Bouarfa, Salima published the artcileCopper- and Cobalt-Catalyzed Syntheses of Thiophene-Based Tertiary Amines, HPLC of Formula: 69626-75-1, the publication is European Journal of Organic Chemistry (2019), 2019(20), 3244-3258, database is CAplus.

Thienylzinc halides and related compounds prepared by deprotonation followed by transmetalation were used in copper-catalyzed amination using N-benzoyloxy secondary amines. By extending the reaction to 1,5-naphthyridine, it was showed that the competitive dimer formation observed in the case of thiophenes was linked with the low stability of some thienylamines rather than homocoupling. Interestingly, thienylzinc halides and related compounds prepared by transmetalation of thienylmagnesium halides, either prepared from their bromo-precursors or generated by deprotometalation, were satisfactorily employed in cobalt-catalyzed aminations. Finally, aminothiophenes were involved in copper-catalyzed mono- and di-N-arylations, affording differently substituted di- and triphenylamines.

European Journal of Organic Chemistry published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, HPLC of Formula: 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem