Category: 103-16-2

Additive-Free Nickel-Catalyzed Debenzylation Reactions via Hydrogenative C-O and C-N Bond Cleavage was written by Lange, Saskia;Formenti, Dario;Lund, Henrik;Kreyenschulte, Carsten;Agostini, Giovanni;Bartling, Stephan;Bachmann, Stephan;Scalone, Michelangelo;Junge, Kathrin;Beller, Matthias. And the article was included in ACS Sustainable Chemistry & Engineering in 2019.Name: 4-Benzyloxyphenol The following contents are mentioned in the article:

C-O and C-N cleavage reactions play a fundamental role in synthetic chem. and biomass valorization. Many efforts have been done in the past in order to develop efficient catalysts able to mediate these transformations. However, still some drawbacks are present: necessity for additives and occurrence of side reactions. Here, an array of Ni-based catalysts derived from the thermal decomposition of a Ni(II)/phenanthroline complex onto different supports was prepared Ni-N-C@Al₂O₃-1000 material (pyrolyzed at 1000 °C) was the most efficient catalyst for both O- and N-debenzylation of various substrates ( > 20 examples) using dihydrogen as reductant. Advantageously, this process is water tolerant, proceeds free of any additive, and does not show overhydrogenation of the arene ring. The structure, morphol., and chem. composition of Ni-N-C@Al₂O₃-1000 have been elucidated. It is constituted by variously sized Al₂O₃-supported Ni(0)/NiO_x nanoparticles (NPs) embedded by layers of nitrogen-doped carbon. Ni-based heterogeneous catalysts derived from the thermal decomposition of a defined complex exhibited remarkable activity and selectivity in the cleavage of C-O and C-N bonds. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Name: 4-Benzyloxyphenol).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Name: 4-Benzyloxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Aryl fluorosulfate analogues as potent antimicrobial agents: SAR, cytotoxicity and docking studies was written by Ravindar, Lekkala;Bukhari, S. N. A.;Rakesh, K. P.;Manukumar, H. M.;Vivek, H. K.;Mallesha, N.;Xie, Zhi-Zhong;Qin, Hua-Li. And the article was included in Bioorganic Chemistry in 2018.Application of 103-16-2 The following contents are mentioned in the article:

A series of aryl fluorosulfate analogs (1-37) were synthesized and tested for in vitro antibacterial and antifungal studies, and validated by docking studies. The compounds 9, 12, 14, 19, 25, 26, 35, 36 and 37 exhibited superior antibacterial potency against tested bacterial strains, while compounds 2, 4, 5, 15, 35, 36 and 37 were found to have better antifungal activity against tested fungal strains, compared to standard antibiotic gentamicin and ketoconazole resp. Among all the synthesized 37 analogs, compounds 25, 26, 35, 36 and 37 displayed excellent anti-biofilm property against Staphylococcus aureus. The structure-activity relationship (SAR) revealed that the antimicrobial activity depends upon the presence of -OSO₂F group and slender effect of different substituent’s on the Ph rings. The electron donating (OCH₃) groups in analogs increase the antibacterial activity, and interestingly the electron withdrawing (Cl, NO₂, F and Br) groups increase the antifungal activity (except compound 35, 36 and 37). The mechanism of potent compounds showed membrane damage on bacteria confirmed by SEM. Compounds 35, 36 and 37 exhibited highest glide g-scores in mol. docking studies and validated the biocidal property. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Application of 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Selective radical cascade (4+2) annulation with olefins towards the synthesis of chroman derivatives via organo-photoredox catalysis was written by Guan, Zhipeng;Zhong, Xingxing;Ye, Yayu;Li, Xiangwei;Cong, Hengjiang;Yi, Hong;Zhang, Heng;Huang, Zhiliang;Lei, Aiwen. And the article was included in Chemical Science in 2022.Application In Synthesis of 4-Benzyloxyphenol The following contents are mentioned in the article:

Here a new (4 + 2) radical annulation approach for the construction of these functional six-membered frameworks I (R = ethoxycarbonyl, N-methyl-N-phenylcarbamoyl, benzenesulfonyl, (2,2,6,6-tetramethylpiperidin-1-yl)carbonyl, etc.; R¹ = H, Me, methoxycarbonyl; R² = H, Me, OMe; R³ = H, F, Ph, 2,2-dichlorocyclopropyl, etc.; R²R³ = -CH=CH-CH=CH-; R⁴ = H, Me, OMe, CF₃; R⁵ = H, Me;) via photocatalysis was reported. Featuring mild reaction conditions, the protocol allows readily available N-hydroxyphthalimide esters II and electron-deficient olefins RCH=CHR¹ to be converted into a wide range of valuable chromans I in a highly selective manner. Moreover, the present strategy can be used in the late-stage functionalization of natural product derivatives and biol. active compounds, which demonstrated the potential application. This method is complementary to the traditional Diels-Alder [4 + 2] cycloaddition reaction of ortho-quinone methides II and electron-rich dienophiles, since electron-deficient dienophiles were smoothly transformed into the desired chromans I. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application In Synthesis of 4-Benzyloxyphenol).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Application In Synthesis of 4-Benzyloxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Selective radical cascade (4+2) annulation with olefins towards the synthesis of chroman derivatives via organo-photoredox catalysis was written by Guan, Zhipeng;Zhong, Xingxing;Ye, Yayu;Li, Xiangwei;Cong, Hengjiang;Yi, Hong;Zhang, Heng;Huang, Zhiliang;Lei, Aiwen. And the article was included in Chemical Science in 2022.Category: ethers-buliding-blocks The following contents are mentioned in the article:

Here a new (4 + 2) radical annulation approach for the construction of these functional six-membered frameworks I (R = ethoxycarbonyl, N-methyl-N-phenylcarbamoyl, benzenesulfonyl, (2,2,6,6-tetramethylpiperidin-1-yl)carbonyl, etc.; R¹ = H, Me, methoxycarbonyl; R² = H, Me, OMe; R³ = H, F, Ph, 2,2-dichlorocyclopropyl, etc.; R²R³ = -CH=CH-CH=CH-; R⁴ = H, Me, OMe, CF₃; R⁵ = H, Me;) via photocatalysis was reported. Featuring mild reaction conditions, the protocol allows readily available N-hydroxyphthalimide esters II and electron-deficient olefins RCH=CHR¹ to be converted into a wide range of valuable chromans I in a highly selective manner. Moreover, the present strategy can be used in the late-stage functionalization of natural product derivatives and biol. active compounds, which demonstrated the potential application. This method is complementary to the traditional Diels-Alder [4 + 2] cycloaddition reaction of ortho-quinone methides II and electron-rich dienophiles, since electron-deficient dienophiles were smoothly transformed into the desired chromans I. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Category: ethers-buliding-blocks).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gold-Catalyzed Ascorbic Acid-Induced Arylative Carbocyclization of Alkynes with Aryldiazonium Tetrafluoroborates was written by Medina-Mercado, Ignacio;Colin-Molina, Abraham;Barquera-Lozada, Jose Enrique;Rodriguez-Molina, Braulio;Porcel, Susana. And the article was included in ACS Catalysis in 2021.Related Products of 103-16-2 The following contents are mentioned in the article:

Herein, arylative carbocyclization of alkynes 2-R-4-R¹-C₆H₃XCH₂CCR² (X = O, S, NTs; R = H, I; R¹ = H, OMe, Br, Ph, etc.; R² = n-Bu, Ph, thiophen-2-yl, etc.) catalyzed by gold was described. In this process, Au(I) is oxidized to Au(III) with aryldiazonium tetrafluoroborates R³C₆H₄N₂BF₄ (R³ = 4-NO₂, 3-CN, 4-C(O)OEt, etc.) following a photosensitizer-free and irradiation-free protocol. Ascorbic acid acts as a radical initiator, generating aryl radicals. According to DFT calculations, these radicals are added to Au(I), leading to a Au(II) species that is further oxidized to Au(III) with the assistance of a tetrafluoroborate anion. The overall arylative carbocyclization process is very energetically favorable, transforming arylpropargyl ethers into valuable 3,4-diaryl-2H-chromenes I in a completely regio- and stereoselective fashion. Furthermore, one of the synthesized 3,4-diaryl-2H-chromenes I exhibits polymorphism with marked differences in the color of its crystals, a property that could lead to the development of colored derivatives in the future. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Related Products of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Related Products of 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gold-Catalyzed Ascorbic Acid-Induced Arylative Carbocyclization of Alkynes with Aryldiazonium Tetrafluoroborates was written by Medina-Mercado, Ignacio;Colin-Molina, Abraham;Barquera-Lozada, Jose Enrique;Rodriguez-Molina, Braulio;Porcel, Susana. And the article was included in ACS Catalysis in 2021.Synthetic Route of C13H12O2 The following contents are mentioned in the article:

Herein, arylative carbocyclization of alkynes 2-R-4-R¹-C₆H₃XCH₂CCR² (X = O, S, NTs; R = H, I; R¹ = H, OMe, Br, Ph, etc.; R² = n-Bu, Ph, thiophen-2-yl, etc.) catalyzed by gold was described. In this process, Au(I) is oxidized to Au(III) with aryldiazonium tetrafluoroborates R³C₆H₄N₂BF₄ (R³ = 4-NO₂, 3-CN, 4-C(O)OEt, etc.) following a photosensitizer-free and irradiation-free protocol. Ascorbic acid acts as a radical initiator, generating aryl radicals. According to DFT calculations, these radicals are added to Au(I), leading to a Au(II) species that is further oxidized to Au(III) with the assistance of a tetrafluoroborate anion. The overall arylative carbocyclization process is very energetically favorable, transforming arylpropargyl ethers into valuable 3,4-diaryl-2H-chromenes I in a completely regio- and stereoselective fashion. Furthermore, one of the synthesized 3,4-diaryl-2H-chromenes I exhibits polymorphism with marked differences in the color of its crystals, a property that could lead to the development of colored derivatives in the future. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Synthetic Route of C13H12O2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Synthetic Route of C13H12O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Rh(I)-Diene-Catalyzed Addition of (Hetero)aryl Functionality to 1,3-Dienylsulfonyl Fluorides Achieving Exclusive Regioselectivity and High Enantioselectivity: Generality and Mechanism was written by Moku, Balakrishna;Fang, Wan-Yin;Leng, Jing;Kantchev, Eric Assen B.;Qin, Hua-Li. And the article was included in ACS Catalysis in 2019.Recommanded Product: 103-16-2 The following contents are mentioned in the article:

Exclusively regioselective addition of (hetero)aromatic groups to 1,3-dienylsulfonyl fluorides using the Rh(I)/diene catalyst produces a class of (E)-2-aryl-4-(aryl or alkyl)but-3-ene-1-sulfonyl fluorides in high isolated yields (up to 96%) across a broad substrate scope (44 examples) indicative of high functional group tolerance. A typical dienesulfonyl fluoride showed higher activity than an analogous dienone. DFT calculations (IEFPCM/PBE0/DGDZVP level of theory) on the selectivity-determining step are in full agreement (including accurate quantification of regioisomer ratios within the computational error) with the enhanced activity and selectivity of the dienesulfonyl fluorides. The origin of this enhancement was elucidated by QTAIM to most likely arise from higher electrostatic stabilization for the more polarizable dienesulfonyl fluoride due to the significant ionic character of the Rh-C_α/C_γ bond in the immediate nonconjugated 1,4-arylation product. The use of a C₁-sym. bicyclo[2.2.2]octa-2,5-diene carrying a bulky 2,6-dimethylphenyl ester residue resulted in moderate to good yields (32-64%) together with up to 98% ee for both d-aryl- and alkyl-substituted buta-1,3-diene sulfonyl fluorides. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Recommanded Product: 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Recommanded Product: 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Anti-enteroviral activity of new MDL-860 analogues: synthesis, in vitro/in vivo studies and QSAR analysis was written by Nikolova, Ivanka;Slavchev, Ivaylo;Ravutsov, Martin;Dangalov, Miroslav;Nikolova, Yana;Zagranyarska, Irena;Stoyanova, Adelina;Nikolova, Nadya;Mukova, Lucia;Grozdanov, Petar;Nikolova, Rosica;Shivachev, Boris;Kuz’min, Victor E.;Ognichenko, Liudmila N.;Galabov, Angel S.;Dobrikov, Georgi M.. And the article was included in Bioorganic Chemistry in 2019.HPLC of Formula: 103-16-2 The following contents are mentioned in the article:

A series of 60 nitrobenzonitrile analogs of the anti-viral agent MDL-860 were synthesized (50 of which are new) and evaluated for their activity against three types of enteroviruses (coxsackievirus B1, coxsackievirus B3 and poliovirus 1). Among them, six diaryl ethers (20e, 27e, 28e, 29e, 33e and 35e) demonstrated high in vitro activity (SI > 50) towards at least one of the tested viruses and very low cytotoxicity against human cells. Compound 27e, 2-(2,5-difluorophenoxy)-5-nitrobenzonitrile(I), possesses the broadest spectrum of activity towards all tested viruses in the same way as MDL-860 does. The most active derivatives (I), 29e 2-(2-chloro-5-fluorophenoxy)-5-nitrobenzonitrile (II) and 35e 2-(3,4-Dibromophenoxy)-5-nitrobenzonitrile(III) against coxsackievirus B1 were tested in vivo in newborn mice exptl. infected with 20 MLD₅₀ of coxsackievirus B1. II showed promising in vivo activity (protection index 26% and 4 days lengthening of mean survival time). QSAR anal. of the substituent effects on the in vitro cytotoxicity (CC₅₀) and anti-viral activity of the nitrobenzonitrile derivatives was carried out and adequate QSAR models for the anti-viral activity of the compounds against poliovirus 1 and coxsackievirus B1 were constructed. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2HPLC of Formula: 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.HPLC of Formula: 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Subcritical water extraction of antioxidants from Curculigo latifolia root was written by Zabidi, Nur Athirah;Ishak, Nur Akmal;Hamid, Muhajir;Ashari, Siti Efliza. And the article was included in Journal of Chemistry in 2019.Recommanded Product: 4-Benzyloxyphenol The following contents are mentioned in the article:

This study aims to extract antioxidant compounds from Curculigo latifolia root by subcritical water extraction (SWE). +e influence of extraction temperature and time on the antioxidant activity of C. latifolia root extract was investigated in terms of extraction yield, total phenolic content (TPC), total flavonoid content (TFC), 2, 2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS), and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. +e highest extraction yield (36.5%), TPC (92.55 mg GAE/g), TFC (13.26 mg RE/g), and antioxidant activities by ABTS (66.8 mg trolox equivalent/g sample) and DPPH (128.7 mg trolox equivalent/g sample) were detected at 180°C and 30 min extraction time. Based on the results, the optimum condition was selected at 180°C and 30 min of extraction +e sample was screened by using liquid chromatog.-mass spectrometry (LC-MS) anal. where the phenolic compounds detected were structured based on their [M-H]-peak. +e detected phenolic compounds were monobenzone, hydroquinone, phloridzin, pomiferin, mundulone, scandenin, and di-Me caffeic acid. According to these findings, SWE is a promising, environmentally friendly, and efficient technol. in the exploitation of natural products for the development of food and nutraceutical commodities. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Recommanded Product: 4-Benzyloxyphenol).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Recommanded Product: 4-Benzyloxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Virtual screening and drug repurposing experiments to identify potential novel selective MAO-B inhibitors for Parkinson’s disease treatment was written by Crisan, Luminita;Istrate, Daniela;Bora, Alina;Pacureanu, Liliana. And the article was included in Molecular Diversity in 2021.Related Products of 103-16-2 The following contents are mentioned in the article:

The main study’s purpose is to detect novel natural products (NPs) that are potentially selective MAO-B inhibitors and, addnl., to computationally reposition the marketed drugs with a new therapeutic role for Parkinson’s disease. To reach the goals, 3D similarity search, docking, ADMETox, and drug repurposing approaches were employed. Thus, an unbiased benchmarking dataset was built including selective and nonselective inhibitors for MAO-B compliant with both ligand- and structure-based virtual screening approaches. A retrospective and prospective mining scenario was applied to SPECS NP and DrugBank databases to detect novel scaffolds with potential benefits for Parkinson’s disease patients. Out of the three best selected natural products, cardamomin showed excellently predicted drug-like properties, superior pharmacol. profile, and specific interactions with MAO-B active site, indicating a potential selectivity over MAO-B. Two marketed drugs, fenamisal and monobenzone, were proposed as promising candidates repurposed for Parkinson’s disease. The application of shape, physicochem., and electrostatic similarity searches protocol emerged as a plausible solution to explore MAO-B inhibitors selectivity. This protocol might serve as a rewarding tool in early drug discovery and can be extended to other protein targets. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Related Products of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Related Products of 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem