Tag: 100-200

Chinnabattigalla, Sreenivasulu; Choudhury, Aditya; Gedu, Satyanarayana published their research in Organic & Biomolecular Chemistry in 2021. The article was titled 《[Pd]-Catalyzed para-selective allylation of phenols: access to 4-[(E)-3-aryl/alkylprop-2-enyl]phenols》.Category: ethers-buliding-blocks The article contains the following contents:

Herein, a highly regioselective [Pd]-catalyzed para-allylation of phenols ROH (R = Ph, 2-methylphenyl, 1-naphthyl, etc.) using simple, inactivated allylic alcs. R1CH(OH)C(R2)=CH2 (R1 = n-pentyl, Ph, 3,4,5-trimethoxyphenyl, etc; R2 = H, Me) as allylating coupling partners was described. Notably, this strategy is successful in open-air and under mild reaction conditions. Besides, the efficacy of the present protocol was demonstrated by the direct synthesis of obtusastyrene and obtustyrene. After reading the article, we found that the author used m-Methoxyphenol(cas: 150-19-6Category: ethers-buliding-blocks)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneCategory: ethers-buliding-blocks

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

《Online Liquid Chromatography-Raman Spectroscopy Using the Vertical Flow Method》 was written by Lo, Yu-Hao; Hiramatsu, Hirotsugu. Safety of m-Methoxyphenol And the article was included in Analytical Chemistry (Washington, DC, United States) in 2020. The article conveys some information:

Liquid chromatog. and Raman spectroscopy (LC-Raman system) were combined and developed with the aid of the vertical flow method that enhances the Raman signal intensity. The LC-Raman system enabled the online acquisition of the nonresonance Raman spectrum of LC eluates. The authors employed singular value decomposition (SVD) and subsequent reconstruction of the components for the anal. of 2-dimensional (temporal and spectral) data. The obtained components were consistent with the Raman spectra and elution patterns of the samples, indicating the appropriateness of the SVD-based procedure. The rise and fall times of the elution band of the temporal component were considered as the instrumental function. D2O mixed with H2O exhibited increased full width at half maximum of the elution band of up to 30% in comparison to the calculated value because of diffusion. Band broadening was less significant in the case in which an immiscible solute (pentane) was mixed with H2O. The limits of detection and quantitation were 1.2 ± 0.1, 2.1 ± 0.1, and 2.7 ± 0.1 mM and 4.1 ± 0.1, 6.9 ± 0.1, and 9.1 ± 0.2 mM for the ortho-, meta-, and para-isomers of methoxyphenol, resp. The nonresonance Raman experiment provides the mol. specificity to LC from the inherent properties of eluates. The experimental process involved the reaction of m-Methoxyphenol(cas: 150-19-6Safety of m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Safety of m-Methoxyphenol

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

The author of 《Facile Process for Metallizing DNA in a Multitasking Deep Eutectic Solvent for Ecofriendly C-C Coupling Reaction and Nitrobenzene Reduction》 were Chakraborty, Supratim; Mruthunjayappa, Manohara Halanur; Aruchamy, Kanakaraj; Singh, Nripat; Prasad, Kamalesh; Kalpana, Dharmalingam; Ghosh, Debasis; Sanna Kotrappanavar, Nataraj; Mondal, Dibyendu. And the article was published in ACS Sustainable Chemistry & Engineering in 2019. Formula: C7H9BO3 The author mentioned the following in the article:

Metalized DNA is an exciting functional material having widespread utility toward multifunctional applications. However, conventional DNA metalization processes are time-consuming and multistep and, most importantly, the helicity of DNA is destroyed during the metalization process. Herein, an ecofriendly and rapid approach was demonstrated to metalize salmon milt DNA with Pd and Fe3O4 in deep eutectic solvent (DES; ChoCl-EG 1:2 mol ratio) without disturbing the structural integrity of the biopolymer. Besides maintaining the stability of DNA at high temperature, DES played the dual role of (i) a solvent for DNA metalization and (ii) a reducing agent for reduction of Pd(II) to Pd(0) during the metalization process. Microscopic studies confirmed the stepwise formation of aggregated coil type morphol. in metalized DNA (Pd-DNA-Fe3O4). Whereas, the interactions between Pd and Fe3O4 with DNA in Pd-DNA-Fe3O4 were probed by different anal. tools, which suggested that Pd interacted with phosphate groups and Fe3O4 interacted with the base pairs of DNA. CD spectroscopy anal. established that the B-form of DNA was maintained before and after the metalization process. After successful metalization, Pd-DNA-Fe3O4 was utilized as a nanobiocatalyst for Suzuki coupling reaction and reduction of nitrobenzene to aniline. The metalized DNA showed remarkable catalytic activity and efficiency for sustainable Suzuki coupling reaction in DES. Under optimized conditions, 100% conversion of the substrates was recorded with 100% selectivity of the desired C-C coupled product. Taking advantage of the high temperature stability of DNA in DES, the recyclability (up to 6 cycles) potential of both metalized DNA and DES toward C-C coupling was explored without significant loss in the catalytic activity, thus demonstrating the green aspects of the process. When utilized as a catalyst for the reduction of nitrobenzene to aniline, ∼90% conversion of nitrobenzene was achieved with 66% selectivity of aniline which suggested that the overall assembly of metalized DNA is a efficient system to carry out facile nitrobenzene reduction Overall, the present study demonstrates a general process for metalization of DNA in DES and the applications of the metalized DNA as a catalyst in different organic reactions. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Formula: C7H9BO3)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Formula: C7H9BO3

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

Computed Properties of C7H9BO3In 2019 ,《Installation of Minimal Tetrazines through Silver-Mediated Liebeskind-Srogl Coupling with Arylboronic Acids》 was published in Journal of the American Chemical Society. The article was written by Lambert, William D.; Fang, Yinzhi; Mahapatra, Subham; Huang, Zhen; am Ende, Christopher W.; Fox, Joseph M.. The article contains the following contents:

Described is a general method for the installation of a minimal 6-methyltetrazin-3-yl group via the 1st example of a Ag-mediated Liebeskind-Srogl cross-coupling. The attachment of bioorthogonal tetrazines on complex mols. typically relies on linkers that can neg. impact the physiochem. properties of conjugates. Cross-coupling with arylboronic acids and a new reagent, 3-((p-biphenyl-4-ylmethyl)thio)-6-methyltetrazine (b-Tz), proceeds under mild, PdCl2(dppf)-catalyzed conditions to introduce minimal, linker-free tetrazine functionality. Safety considerations guided the authors’ design of b-Tz which can be prepared on decagram scale without handling hydrazine and without forming volatile, high-N tetrazine byproducts. Replacing conventional Cu(I) salts used in Liebeskind-Srogl cross-coupling with a Ag2O mediator resulted in higher yields across a broad library of aryl and heteroaryl boronic acids and provides improved access to a fluorogenic tetrazine-BODIPY conjugate. A covalent probe for MAGL incorporating 6-methyltetrazinyl functionality was synthesized in high yield and labeled endogenous MAGL in live cells. This new Ag-mediated cross-coupling method using b-Tz is anticipated to find addnl. applications for directly introducing the tetrazine subunit to complex substrates. The results came from multiple reactions, including the reaction of 3-Methoxyphenylboronic acid(cas: 10365-98-7Computed Properties of C7H9BO3)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Computed Properties of C7H9BO3

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

《Propylsulfonic acid grafted on mesoporous siliceous FDU-5 material: A high TOF catalyst for the synthesis of coumarins via Pechmann condensation》 was published in Microporous and Mesoporous Materials in 2020. These research results belong to Gonzalez-Carrillo, Gabino; Gonzalez, Jorge; Emparan-Legaspi, Maria Jose; Lino-Lopez, Gisela Jareth; Aguayo-Villarreal, Ismael A.; Ceballos-Magana, Silvia G.; Martinez-Martinez, Francisco J.; Muniz-Valencia, Roberto. Application In Synthesis of m-Methoxyphenol The article mentions the following:

In this sense, the use of propylsulfonic acid supported in FDU-5 (FDU-5-Pr-SO3H) as a catalyst for the synthesis of coumarins I (R1 = 7-OH, 5-Me-7-OH, 7,8-OH2, 7-OMe; R2 = Me, Ph) and 4-methyl-2H-benzo[h]chromen-2-one via Pechmann condensation in solvent-free medium was investigated. FDU-5-Pr-SO3H was synthesized by co-condensation of MPTES and TEOS. FDU-5-Pr-SO3H was used as catalyst for the synthesis of 7-hydroxy-4-methylcoumarin and their reaction conditions were optimized. The optimization process involved the study of the influence of the catalyst load, Resorcinol:EAA molar ratio, reaction temperature and reaction time. The optimal conditions were: catalyst load of 1.65 mol%, reactants molar ratio of 1:1.5, temperature 130°C and 60 min of reaction time. Under these conditions, the FDU-5-Pr-SO3H material showed excellent yield (96.5%) and turn over frequency (59 h-1). Finally, the synthesized material was assessed as a catalyst with other phenolic compounds and Et acetoacetate and with Et benzoylacetate. The obtained products were isolated and identified by comparison of their spectral data with those reported in literature; from these results, it can be concluded that the catalyst is active with a wide range of phenolic substrates. The experimental part of the paper was very detailed, including the reaction process of m-Methoxyphenol(cas: 150-19-6Application In Synthesis of m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneApplication In Synthesis of m-Methoxyphenol

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

The author of 《A Redox Active Nickel Complex that Acts as an Electron Mediator in Photochemical Giese Reactions》 were van Leeuwen, Thomas; Buzzetti, Luca; Perego, Luca Alessandro; Melchiorre, Paolo. And the article was published in Angewandte Chemie, International Edition in 2019. COA of Formula: C9H10O2 The author mentioned the following in the article:

A simple protocol for the photochem. Giese addition of C(sp3)-centered radicals to a variety of electron-poor olefins was reported. The chem. does not require external photoredox catalysts. Instead, it harnesses the excited-state reactivity of 4-alkyl-1,4-dihydropyridines (4-alkyl-DHPs) to generate alkyl radicals. Crucial for reactivity was the use of a catalytic amount of Ni(bpy)32+ (bpy=2,2′-bipyridyl), which acts as an electron mediator to facilitate the redox processed involving fleeting and highly reactive intermediates. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).COA of Formula: C9H10O2

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

The author of 《Facile synthesis of chiral [2,3]-fused hydrobenzofuran via asymmetric Cu(I)-catalyzed dearomative 1,3-dipolar cycloaddition》 were Liang, Lei; Niu, Hong-Ying; Wang, Dong-Chao; Yang, Xin-He; Qu, Gui-Rong; Guo, Hai-Ming. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. SDS of cas: 673-22-3 The author mentioned the following in the article:

Intermol. asym. dearomative 1,3-dipolar cycloaddition of 2-nitrobenzofurans with azomethine ylides was enabled by using a chiral Cu(I)/(S,Sp)-iPr-Phosferrox catalyst. As a result, a series of highly stereoselective chiral [2,3]-fused hydrobenzofurans possessing four contiguous stereogenic centers were obtained with good to high yields, diastereoselectivities and enantioselectivities. The reaction has broad substrate scope tolerating various functional groups. In the part of experimental materials, we found many familiar compounds, such as 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3SDS of cas: 673-22-3)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is employed in the synthesis of Schiff base ligand. It is applied as a reactant in the synthesis of LPA1R antagonists used in the inhibition of LPA-induced proliferation and contraction of normal human lung fibroblasts. Also used in the synthesis of tyrosine kinase 6 proteinase inhibitors.SDS of cas: 673-22-3

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

In 2019,Angewandte Chemie, International Edition included an article by Goetzke, F. Wieland; Mortimore, Mike; Fletcher, Stephen P.. Reference of 3-Methoxyphenylboronic acid. The article was titled 《Enantio- and Diastereoselective Suzuki-Miyaura Coupling with Racemic Bicycles》. The information in the text is summarized as follows:

A rhodium-catalyzed enantio- and diastereoselective Suzuki-Miyaura cross-coupling between racemic fused bicyclic allylic chlorides, e.g., I and boronic acids RB(OH)2 (R = naphth-2-yl, thiophen-3-yl, 2H-1,3-benzodioxol-5-yl, etc.) has been described. The highly stereoselective transformation allows for the coupling of aryl, heteroaryl, and alkenyl boronic acids and gives access to functionalized bicyclic cyclopentenes, e.g., II which can be converted into other five-membered-ring scaffolds with up to five contiguous stereocenters. Preliminary mechanistic studies suggest that these reactions occur with overall retention of the relative stereochem. and are enantioconvergent for pseudo-sym. allylic chloride starting materials. In addition, a bicyclic allylic chloride starting material without pseudo-symmetry undergoes a highly enantioselective regiodivergent reaction. After reading the article, we found that the author used 3-Methoxyphenylboronic acid(cas: 10365-98-7Reference of 3-Methoxyphenylboronic acid)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Reference of 3-Methoxyphenylboronic acid

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

The author of 《Kinetics of Ozonation of Phenol and Substituted Phenols》 were Bhosale, Ghanshyam S.; Vaidya, Prakash D.; Joshi, Jyeshtharaj B.; Patil, Raosaheb N.. And the article was published in Industrial & Engineering Chemistry Research in 2019. COA of Formula: C7H8O2 The author mentioned the following in the article:

When treating phenol/substituted phenol-containing wastewater, an intermediate chem. step of partial oxidation is often used to facilitate the downstream biodegradation process. Ozonation is a candidate method for partial oxidation of phenolic compounds This work assessed the kinetics of ozonation reactions of 20 substituted phenols using the renowned theory of mass transfer with chem. reaction. A stirred (Lewis) cell with flat interface was used as a model contactor. Second-order rate constants for reactions with the selected phenolic compounds were in the 104-107/M-s range. The rate constant for phenol ozonation was 5.06 × 106/M-s. The liquid-side mass transfer coefficient, estimated using the chem. method, was (kL = 0.052 cm/s) in line with those typical of stirred-cell reactors. This work is useful to design, operate, and scale-up ozonation wastewater treatment reactors. In addition to this study using m-Methoxyphenol, there are many other studies that have used m-Methoxyphenol(cas: 150-19-6COA of Formula: C7H8O2) was used in this study.

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneCOA of Formula: C7H8O2

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

The author of 《Efficient Strategy for the Synthesis and Modification of 2-Hydroxyethylluciferin for Highly Sensitive Bioluminescence Imaging of Endogenous Hydrogen Sulfide in Cancer Cells and Nude Mice》 were Li, Xuewei; Wang, Anni; Wang, Jinyi; Lu, Jianzhong. And the article was published in Analytical Chemistry (Washington, DC, United States) in 2019. Quality Control of 2-(Benzyloxy)acetaldehyde The author mentioned the following in the article:

Bioluminescence (BL) imaging is among the most popular methods for visualizing biol. processes in vitro, in live cells, and even in the whole organism. The alkylation of aminoluciferin at the 6′-amino site (2-hydroxyethyl luciferin, HE-AL) can emit more enhanced and sustained BL signals than D-luciferin and aminoluciferin, which is suitable for approaches that require long integration time such as three-dimensional animal BL imaging. Nevertheless, the drawback of HE-AL is that the synthesis procedure is complex, which leads to few BL probes based on HE-AL. In this Article, an efficient and facile approach to synthesize HE-AL was first established with an appreciate yield of 64% as compared with 15% previously reported. Then, designing HE-AL as a small mol. probe (R)-2-(6-((2-((2-((2,4-dinitrophenyl)thio)benzoyl)oxy)ethyl)amino)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid (DNPT-HS) was designed to detect endogenous hydrogen sulfide (H2S) in cancer cells and nude mice for further exploration of the biol. roles of H2S in physiol. and pathol. processes. It was observed that DNPT-HS had excellent sensitivity in the luciferase-transfected cancer cells and nude mice, and the signal-to-noise ratios of DNPT-HS in cells and nude mice were 26 (Huh7 cells), 21 (MDA-MB-231 cells), and 7 (mice), which was the most efficient probe for imaging endogenous H2S. Overall, the excellent imaging properties of DNPT-HS for endogenous H2S make it a potentially powerful tool for further elucidating H2S biol. functions. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

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