Month: November 2022

In 2018,Kischkewitz, Marvin; Gerleve, Carolin; Studer, Armido published 《Radical-Polar Crossover Reactions of Dienylboronate Complexes: Synthesis of Functionalized Allylboronic Esters》.Organic Letters published the findings.Computed Properties of C13H26B2O4 The information in the text is summarized as follows:

Radical-polar crossover reactions of dienylboronates CH2:CR1CHCR2Bpin with R4I and R3Li are applied to the synthesis of functionalized secondary and tertiary allylboronic esters R4CH2CR1:CHC2R3Bpin (3a-l, R1 = H, Me, Et; R2 = H, Me; R3 = Bu, s-Bu; R4 = fluoroalkyl, NCCMe2, EtO2CMe2). The transition-metal-free three-component coupling uses readily accessible dienylboronate esters as substrates in combination with various sp3/sp2 carbon nucleophiles and com. alkyl iodides as radical precursors. In the visible light-initiated radical chain process, two new C-C bonds are formed, and the E-double bond geometry in the product allylboronic esters is controlled with good to excellent selectivity.Bis[(pinacolato)boryl]methane(cas: 78782-17-9Computed Properties of C13H26B2O4) was used in this study.

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Computed Properties of C13H26B2O4 Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,RSC Advances included an article by Abdolmohammadi, Shahrzad; Mirza, Behrooz; Vessally, Esmail. Safety of 3-Hydroxybenzaldehyde. The article was titled 《Immobilized TiO2 nanoparticles on carbon nanotubes: an efficient heterogeneous catalyst for the synthesis of chromeno[b]pyridine derivatives under ultrasonic irradiation》. The information in the text is summarized as follows:

A new protocol for the synthesis of chromeno[b]pyridine derivatives was described via a three-component reaction of 4-aminocoumarin, aromatic aldehydes and malononitrile catalyzed by TiO2 nanoparticles immobilized on carbon nanotubes (TiO2-CNTs) as an efficient heterogeneous catalyst under ultrasonic irradiation in water. The sustainable and economic benefits of the protocol were the high yields of products, short reaction time, simple work-up procedure, and use of a non-toxic and reusable catalyst.3-Hydroxybenzaldehyde(cas: 100-83-4Safety of 3-Hydroxybenzaldehyde) was used in this study.

3-Hydroxybenzaldehyde(cas: 100-83-4) can be used as a reactant along with ethyl acetoacetate and thiourea in the synthesis of corresponding dihydropyrimidine-2-thione (monastrol), using Yb(OTf)3 as a catalyst by Biginelli cyclocondensation reaction.Safety of 3-Hydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Nature Chemistry included an article by Fawcett, Alexander; Biberger, Tobias; Aggarwal, Varinder K.. Recommanded Product: 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane. The article was titled 《Carbopalladation of C-C σ-bonds enabled by strained boronate complexes》. The information in the text is summarized as follows:

Transition-metal-catalyzed cross-coupling reactions, particularly those mediated by Pd, are some of the most broadly used chem. transformations. The fundamental reaction steps of such cross-couplings typically include oxidative addition, transmetalation, carbopalladation of a π-bond and/or reductive elimination. Herein, the authors describe an unprecedented fundamental reaction step: a C-C σ-bond carbopalladation. Specifically, an aryl Pd(II) complex interacts with a σ-bond of a strained bicyclo[1.1.0]butyl boronate complex to enable addition of the aryl Pd(II) species and an organoboronic ester substituent across a C-C σ-bond. The overall process couples readily available aryl triflates and organoboronic esters across a cyclobutane unit with total diastereocontrol. The pharmaceutically relevant 1,1,3-trisubstituted cyclobutane products are decorated with an array of modular building blocks, including a boronic ester that can be readily derivatized. In the part of experimental materials, we found many familiar compounds, such as 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Recommanded Product: 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used as a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).Recommanded Product: 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,New Journal of Chemistry included an article by Binici, Arzu; Okumus, Aytug; Elmas, Gamze; Kilic, Zeynel; Ramazanoglu, Nagehan; Acik, Leyla; Simsek, Hulya; Cagdas Tunali, Beste; Turk, Mustafa; Guzel, Remziye; Hokelek, Tuncer. Application of 156-87-6. The article was titled 《Phosphorus-nitrogen compounds. Part 42. The comparative syntheses of 2-cis-4-ansa(N/O) and spiro(N/O) cyclotetraphosphazene derivatives: spectroscopic and crystallographic characterization, antituberculosis and cytotoxic activity studies》. The information in the text is summarized as follows:

The reaction of N4P4Cl8 (1) with one equimolar amount of the sodium salt of an N/O donor-type bidentate ligand (2) afforded two kinds of derivatives, namely, mono-ferrocenyl-2-cis-4-dichloro-ansa- (2,4-ansa; 3) and mono-ferrocenyl-spiro- (spiro; 4) hexachlorocyclotetraphosphazenes. The reaction yield (35%) of 4 was significantly larger than that of 3 (14%). The 2,4-ansa compound (3) was reacted with excess secondary amines to produce 2-cis-4-dichloro-ansa-cyclotetraphosphazenes (3a-3d). On the other hand, the spiro compound (4) gave fully substituted mono-ferrocenyl-spiro-cyclotetraphosphazenes (4a-4d) with excess monoamines as well. The tetrameric phosphazene derivatives were characterized by ESI-MS and/or HRMS, FTIR, HSQC, HMBC, 1H, 13C, and 31P NMR spectroscopy and X-ray crystallog. (for 4). It is observed that the 2,4-ansa and spiro-cyclotetraphosphazenes have different thermal stabilities. Addnl., the CVs of the new mono-ferrocenyl pendant-armed cyclotetraphosphazenes revealed electrochem. reversible one-electron oxidation of the Fe-redox center. The 2,4-ansa phosphazenes (3 and 3a-3d) have two different stereogenic P centers indicating that they are expected to be in racemic mixtures (RR’/SS’). The chiralities of 3a and 3c were investigated by chiral HPLC. The manuscript also deals with the antimicrobial activities against G(+)/G(-) bacteria and fungi, the interactions with plasmid DNA, the in vitro cytotoxic activities against L929 fibroblast and MCF7 breast cells, and the antituberculosis activities against Mycobacterium tuberculosis H37Rv of the cyclotetraphosphazenes. The experimental process involved the reaction of 3-Aminopropan-1-ol(cas: 156-87-6Application of 156-87-6)

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Application of 156-87-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Redox-responsive ferrocene-containing poly(ionic liquid)s for antibacterial applications》 were Zhang, Tikai; Guo, Jiangna; Ding, Yingying; Mao, Hailei; Yan, Feng. And the article was published in Science China: Chemistry in 2019. Recommanded Product: 3-Bromopropan-1-ol The author mentioned the following in the article:

Ferrocene (Fc)-containing imidazolium type ionic liquids (ILs) and corresponding poly(ionic liquid) (PIL) membranes with tunable antibacterial activity based on electrochem. redox reaction and host-guest chem. were developed. The effect of Fc moiety on the antimicrobial activities against both Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli) was studied by min. inhibitory concentration (MIC). The presence of Fc groups highly enhanced the antibacterial efficiency of Fccontaining ILs because of the generation of reactive oxygen species (ROS). The electrochem. oxidation of Fc to Fc+ and the formation of inclusion complexes between Fc and β-CD via host-guest interactions decreased the antibacterial activities of ILs and PIL membranes. The antibacterial activities may be recovered in some extent upon the electrochem. reduction of Fc+ to Fc or the exclusion of the Fc out of the cavity of β-CD. Furthermore, all the Fc-containing PIL membranes showed relatively low hemolysis activities and none cytotoxicity toward human cells, indicating clin. feasibility in topical applications. The experimental part of the paper was very detailed, including the reaction process of 3-Bromopropan-1-ol(cas: 627-18-9Recommanded Product: 3-Bromopropan-1-ol)

3-Bromopropan-1-ol(cas: 627-18-9) was used in the synthesis of fluorescent halide-sensitive quinolinium dyes and molten salt-polymers. Furthermore, it was used in the synthesis of chiral, quaternary prolines via cyclization of quaternary amino acids.Recommanded Product: 3-Bromopropan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Hexadentate β-Dicarbonyl(bis-catecholamine) Ligands for Efficient Uranyl Cation Decorporation: Thermodynamic and Antioxidant Activity Studies》 were Zhang, Qingchun; Jin, Bo; Zheng, Tian; Tang, Xingyan; Guo, Zhicheng; Peng, Rufang. And the article was published in Inorganic Chemistry in 2019. Recommanded Product: 13325-10-5 The author mentioned the following in the article:

The special linear dioxo cation structure of the uranyl cation, which relegates ligand coordination to an equatorial plane perpendicular to the O:U:O vector, poses an unusual challenge for the rational design of efficient chelating agents. Therefore, the planar hexadentate ligand rational design employed in this work incorporates two bidentate catecholamine (CAM) chelating moieties and a flexible linker with a β-dicarbonyl chelating moiety (β-dicarbonyl(CAM)2 ligands). The solution thermodn. of β-dicarbonyl(CAM)2 with a uranyl cation was investigated by potentiometric and spectrophotometric titrations The results demonstrated that the pUO22+ values are significantly higher than for the previously reported TMA(2Li-1,2-HOPO)2, and efficient chelation of the uranyl cation was realized by the planar hexadentate β-dicarbonyl(CAM)2. The efficient chelating ability of β-dicarbonyl(CAM)2 was attributed to the presence of the more flexible β-dicarbonyl chelating linker and planar hexadentate structure, which favors the geometric arrangement between ligand and uranyl coordinative preference. Meanwhile, β-dicarbonyl(CAM)2 also exhibits higher antiradical efficiency in comparison to butylated hydroxyanisole. These results indicated that β-dicarbonyl(CAM)2 has potential application prospects as a chelating agent for efficient chelation of a uranyl cation. New planar hexadentate ligands (β-dicarbonyl(CAM)2 ligands) shaped like a headset were designed in this work, which incorporated two bidentate CAM chelating moieties and a flexible linker with a β-dicarbonyl chelating moiety, and realized efficient chelation of a uranyl cation. In the experimental materials used by the author, we found 4-Aminobutan-1-ol(cas: 13325-10-5Recommanded Product: 13325-10-5)

4-Aminobutan-1-ol(cas: 13325-10-5) is used in the synthesis of NSAIDs with anti-inflammatory properties. Also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.Recommanded Product: 13325-10-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Manganese(I)-Catalyzed α-Alkenylation of Ketones Using Primary Alcohols》 were Gawali, Suhas Shahaji; Pandia, Biplab Keshari; Gunanathan, Chidambaram. And the article was published in Organic Letters in 2019. Recommanded Product: (4-Bromophenyl)methanol The author mentioned the following in the article:

A simple protocol of manganese catalyzed selective α-alkenylation of ketones using primary alcs. is reported. The reactions proceeded well with a low loading of catalyst (0.3 mol%). The overall transformation operates through O-H bond activation of primary alcs. via dearomatization-aromatization metal ligand cooperation in the catalyst to provide the corresponding aldehydes, which further undergo condensation with methylene ketones to deliver α,β-unsaturated ketones. This selective α-alkenylation proceeds with the release of water and liberation of mol. hydrogen. In the experiment, the researchers used many compounds, for example, (4-Bromophenyl)methanol(cas: 873-75-6Recommanded Product: (4-Bromophenyl)methanol)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Recommanded Product: (4-Bromophenyl)methanol It undergoes oxidation reaction in the presence of polyvinylpolypyrrolidone-supported hydrogen peroxide, silica sulfuric acid and ammonium bromide to yield 4-bromobenzaldehyde.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Development and mechanistic investigation of the manganese(III) salen-catalyzed dehydrogenation of alcohols》 were Samuelsen, Simone V.; Santilli, Carola; Ahlquist, Maarten S. G.; Madsen, Robert. And the article was published in Chemical Science in 2019. Safety of (4-Bromophenyl)methanol The author mentioned the following in the article:

The first example of a manganese(III) catalyst for the acceptorless dehydrogenation of alcs. was presented. N,N’-Bis(salicylidene)-1,2-cyclohexanediaminomanganese(III) chloride was shown to catalyzed the direct synthesis of imines from a variety of alcs. and amines with the liberation of hydrogen gas. The mechanism was investigated exptl. with labeled substrates and theor. with DFT calculations The results indicated a metal-ligand bifunctional pathway in which both imine groups in the salen ligand are first reduced to form a manganese(III) amido complex as the catalytically active species. Dehydrogenation of the alc. then takes place by a stepwise outer-sphere hydrogen transfer generating a manganese(III) salan hydride from which hydrogen gas was released. In the experiment, the researchers used many compounds, for example, (4-Bromophenyl)methanol(cas: 873-75-6Safety of (4-Bromophenyl)methanol)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Safety of (4-Bromophenyl)methanol It undergoes oxidation reaction in the presence of polyvinylpolypyrrolidone-supported hydrogen peroxide, silica sulfuric acid and ammonium bromide to yield 4-bromobenzaldehyde.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Utiziling a copper-free Sonogashira reaction in the synthesis of the leukotriene a4 hydrolase modulator batatasin IV》 was published in Tetrahedron Letters in 2020. These research results belong to Petruncio, Greg; Girgis, Michael; Moummi, Sanae; Jayatilake, Meth; Lee, Kyung Hyeon; Paige, Mikell. Electric Literature of C7H6O3 The article mentions the following:

Batatasin IV is a dihydrostilbenoid isolated from Chinese yams which was shown to have inhibitory activities against plant growth. Later studies showed that this compound may exhibit anti-inflammatory properties by inhibiting the epoxide hydrolase activity of the leukotriene A4 hydrolase enzyme. To access the dihydrostilbenoid skeleton, a copper-free SPhos-mediated Sonogashira reaction was conceived and the substrate scope was explored. Our results indicate that the reaction can tolerate the presence of free alcs., aldehydes, nitro groups, and anilinyl groups. However, a substituent with an acidic phenol or carboxylic acid group gave significantly lower yields. Next, a total synthesis of batatasin IV was accomplished in 16% overall yield incorporating the reported copper-free Sonogashira reaction. Finally, we show that batatasin IV inhibits the hydrolysis of alanine p-nitroanilide by leukotriene A4 hydrolase with an IC50 of 91.4μM.3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Electric Literature of C7H6O3) was used in this study.

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Electric Literature of C7H6O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Synthesis, α-glycosidase inhibitory potential and molecular docking study of benzimidazole derivatives》 was published in Bioorganic Chemistry in 2020. These research results belong to Taha, Muhammad; Rahim, Fazal; Zaman, Khalid; Selvaraj, Manikandan; Uddin, Nizam; Farooq, Rai Khalid; Nawaz, Muhammad; Sajid, Muhammad; Nawaz, Faisal; Ibrahim, Mohamad; Khan, Khalid Mohammed. Reference of 3,5-Dihydroxybenzaldehyde The article mentions the following:

A series of twenty-six analogs of benzimidazole based oxadiazole I [R = 4-HOC6H4, 2-thienyl, 3-pyridyl, etc.] was synthesized and evaluated against alpha-glycosidase enzyme. Compounds I [R = 2,3-(OH)2C6H3, 2,5-(OH)2C6H3, 3,4-(OH)2C6H3, 4-FC6H4] with IC50 values 4.6 ± 0.1, 9.50 ± 0.3, 2.6 ± 0.1 and 9.30 ± 0.4μM resp. showed excellent inhibitory potential than reference drug acarbose (IC50 = 38.45 ± 0.80μM). Some of the analogs like I [R = 3-MeC6H4, 4-MeOC6H4, 3-MeOC6H4, 3,4-(OMe)2C6H4] with Me and methoxy substituent on Ph ring showed hydrophobic interaction and were found with no inhibitory potential. The binding interactions between synthesized analogs I and ligands protein were confirmed through mol. docking study. These derivatives were synthesized by simple mode of synthesis like heterocyclic ring formation. In the experimental materials used by the author, we found 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Reference of 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Reference of 3,5-Dihydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts