Tag: 200-300

Redox-Neutral Borylation of Aryl Sulfonium Salts via C-S Activation Enabled by Light was written by Huang, Chen;Feng, Jie;Ma, Rui;Fang, Shuaishuai;Lu, Tao;Tang, Weifang;Du, Ding;Gao, Jian. And the article was included in Organic Letters in 2019.Synthetic Route of C12H16BBrO2 This article mentions the following:

Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis(pinacolato)diboron as the B source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C-S bond activation upon photoexcitation under transition-metal-free conditions. Therefore, it grants access to diverse arylboronate esters with good performance from easily available aryl sulfoniums accompanied by mild conditions, operational simplicity, and easy scalability. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Synthetic Route of C12H16BBrO2).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Synthetic Route of C12H16BBrO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates was written by Kang, Kai;Loud, Nathan L.;DiBenedetto, Tarah A.;Weix, Daniel J.. And the article was included in Journal of the American Chemical Society in 2021.Synthetic Route of C9H10BrNO2 This article mentions the following:

A new, general approach to biheteroaryls: the Ni- and Pd-catalyzed multimetallic cross-Ullmann coupling of heteroaryl halides with triflates. An array of 5-membered, 6-membered and fused heteroaryl bromides and chlorides, as well as aryl triflates derived from heterocyclic phenols proved to be viable substrates in this reaction (62 examples, 63 ± 17% average yield). The generality of this approach to biheteroaryls were further demonstrated in 96-well plate format at 10μmol scale. An array of 96 possible products provided >90% hit rate under a single set of conditions. Further, low-yielding combinations was rapidly optimized with a single “Toolbox Plate” of ligands, additives and reductants. In the experiment, the researchers used many compounds, for example, 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9Synthetic Route of C9H10BrNO2).

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Synthetic Route of C9H10BrNO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis, conformational studies and enantioselective homogeneous catalytic hydrogenation with CRC-PHOS, and some congeners was written by Comisso, G.;Sega, A.;Sunjic, V.;Lisini, A.. And the article was included in Croatica Chemica Acta in 1981.Name: 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid This article mentions the following:

The lactone of (1S,3R)-1-hydroxy-1-diphenylphosphinomethyl-2,2,3-trimethylcyclopentane-3-carboxylic acid (I, CRC-PHOS), and (1R,3R)-bis(diphenylphosphinoxymethyl)-2,2,3-trimethylcyclopentane (II), were prepared starting from (+)-camphanic and (-)-isocamphoric acid, resp. Their complex salts [RhL₂(NBD)]ClO₄ (L = I, NBD = norbornadiene) and [RhL¹(NBD)]ClO₄ (L¹ = II) were isolated and their catalytic and enantioselective ability tested on some model prochiral carboxylic acids. The asym. bias did not exceed 35% e.e. in either case. Attempts at preparation of the diphosphine congener of II as well as isolation of the phosphinite congener of I failed. NMR LIS study of the conformation in solution of I and model compounds III and IV revealed that I and III possess in their most stable conformations a dihedral angle ψ of 165°, whereas for IV two stable conformations with ψ 200° and 350° are found. These results indicate that bidentate binding of metal to heteroatom X (O, P) in the side chain, and to the tetrahedral O within lactone group is scarcely possible. In the experiment, the researchers used many compounds, for example, 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6Name: 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid).

2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Name: 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Facile eco-friendly synthesis of 3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-2H-xanthene 1,8(5H,9H)-dione, crystal structure and theoretical study was written by Tarannum, N.;Singh, M.. And the article was included in Crystallography Reports in 2014.Application of 4074-88-8 This article mentions the following:

New biol. active coumarin derivative, substituted xanthenedione was synthesized by an easy, facile, cost-effective and efficient method from dimedone and diethylene glycol diacrylate without use of expensive and hazardous catalyst. The synthesis is simple, short, high-yielding and also does not require expensive solvents. The compound was characterized by IR, NMR and x-ray crystallog. study. DFT (D. Functional Theory) calculations were performed at Becke’s 3-parameter functional and Lee-Yang-Parr functional (B3LYP) level of calculation and the 6-31G++ basis set was used for ground state geometry optimization. A comparison of the selected bond lengths and bond angles of the crystal structure and theor. optimized structure by DFT showed good agreement. The DFT study of electron surface potential (ESP), showed a large intramol. charge transfer efficiency of the mol. indicating optical activity of xanthenedione. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Application of 4074-88-8).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Application of 4074-88-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Deoxygenative C-S Bond Coupling with Sulfinates via Nickel/Photoredox Dual Catalysis was written by Zhong, Shuai;Zhou, Zhiwei;Zhao, Feng;Mao, Guojiang;Deng, Guo-Jun;Huang, Huawen. And the article was included in Organic Letters in 2022.Recommanded Product: 68716-49-4 This article mentions the following:

The C-S bond formation from aryl halides and thiols has been well established under various catalytic systems. In this work, user-friendly sulfinates have been exploited as an efficient sulfenylating reagent in the C-S couplings through visible light-induced photo/nickel dual catalysis under base- and external reductant-free conditions. A large number of aryl sulfide products were accessed with high selectivity and high tolerance of various functionalities. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Recommanded Product: 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Recommanded Product: 68716-49-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Practical resolution of racemic trans-2-benzylaminocyclohexanol with di-p-toluoyl-L-tartaric acid via diastereomeric salt formation based on the Pope and Peachey method was written by Ogawa, Ryuji;Fujino, Toshihiro;Hirayama, Noriaki;Sakai, Kenichi. And the article was included in Tetrahedron: Asymmetry in 2008.HPLC of Formula: 40571-86-6 This article mentions the following:

A new resolution process for racemic trans-2-(benzylamino)cyclohexanol, a key intermediate for chiral pharmaceuticals, was investigated. Di-p-toluoyl-L-tartaric acid was found to be a new practical resolving agent in terms of stability and productivity of the resolution system. Resolution conditions were optimized based on the Pope and Peachey method, and the best result was obtained when HCl was added to the resolution system as a supplemental acid; amino alc./tartaric acid/HCl = 1.0/0.6/0.4 (mol/mol/mol) (92% yield, 99.5% de, 92% resolution efficiency). In the experiment, the researchers used many compounds, for example, Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6HPLC of Formula: 40571-86-6).

Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.HPLC of Formula: 40571-86-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Marrying the incompatible for better: Incorporation of hydrophobic payloads in superhydrophilic hydrogels was written by Boon-in, Supissra;Theerasilp, Man;Crespy, Daniel. And the article was included in Journal of Colloid and Interface Science in 2022.HPLC of Formula: 4074-88-8 This article mentions the following:

The entrapment of lyophobic in superhydrophilic hydrogels is challenging because of the intrinsic incompatibility between hydrophobic and hydrophilic mols. To achieve such entrapment without affecting the hydrogel’s formation, the electrospinning of nanodroplets or nanoparticles with a water-soluble polymer could reduce the incompatibility through the reduction of interfacial tension and the formation of a barrier film preventing coalescence or aggregation. Nanodroplets or nanoparticles dispersion are electrospun in the presence of a hydrophilic polymer in hydrogel precursors. The dissolution of the hydrophilic nanofibers during electrospinning allows a redispersion of emulsion droplets and nanoparticles in the hydrogel’s matrix. Superhydrophilic hydrogels with well-distributed hydrophobic nanodroplets or nanoparticles are obtained without detrimentally imparting the viscosity of hydrogel’s precursors and the mech. properties of the hydrogels. Compared with the incorporation of droplets without electrospinning, higher loadings of hydrophobic payload are achieved without premature leakage. This concept can be used to entrap hydrophobic agrochems., drugs, or antibacterial agents in simple hydrogels formulation. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8HPLC of Formula: 4074-88-8).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.HPLC of Formula: 4074-88-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The synthesis of benzimidazoles via a recycled palladium catalyzed hydrogen transfer under mild conditions was written by Guan, Qianqian;Sun, Qi;Wen, Lixian;Zha, Zhenggen;Yang, Yu;Wang, Zhiyong. And the article was included in Organic & Biomolecular Chemistry in 2018.Quality Control of (2-Bromo-5-chlorophenyl)methanol This article mentions the following:

An efficient synthesis of benzimidazoles I [R¹ = Me, Ph, 2-thienyl, etc.; R² = H, Me, CF₃; R³ = H, Me, Ph, 2-pyridyl, 3-Me-2-pyridyl] was developed via recycled palladium-catalyzed hydrogen-transfer reaction of N-substituted-2-nitroanilines and alcs. The reaction was carried out smoothly under mild conditions that afforded variety of benzimidazoles I with good to excellent yields. The palladium catalyst was recovered easily and reused six times with great catalytic activity. In the experiment, the researchers used many compounds, for example, (2-Bromo-5-chlorophenyl)methanol (cas: 60666-70-8Quality Control of (2-Bromo-5-chlorophenyl)methanol).

(2-Bromo-5-chlorophenyl)methanol (cas: 60666-70-8) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Quality Control of (2-Bromo-5-chlorophenyl)methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Selective σ-Bond Metathesis in Alkyl-Aryl and Alkyl-Benzyl Yttrium Complexes. New Aryl- and Benzyl-Hydrido Yttrium Derivatives Supported by Amidopyridinate Ligands was written by Lyubov, D. M.;Fukin, G. K.;Cherkasov, A. V.;Shavyrin, Andrei S.;Trifonov, A. A.;Luconi, L.;Bianchini, C.;Meli, A.;Giambastiani, G.. And the article was included in Organometallics in 2009.Formula: C9H10BrNO2 This article mentions the following:

Y dialkyl complexes coordinated by 6-aryl-substituted amidopyridinate ligands undergo selective intramol. sp² or sp³ C-H bond activation. Upon treatment with PhSiH₃ of the resulting Y-C(alkyl, aryl) or Y-C(alkyl,benzyl) systems, a σ-bond metathesis reaction takes place selectively at the Y-C(alkyl) bond, generating rare dimeric aryl-hydrido (e.g., I) or benzyl-hydrido Y complexes, resp. I was characterized by x-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9Formula: C9H10BrNO2).

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Formula: C9H10BrNO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Inhibition of Sphingosine-1-Phosphate Lyase for the Treatment of Autoimmune Disorders was written by Bagdanoff, Jeffrey T.;Donoviel, Michael S.;Nouraldeen, Amr;Tarver, James;Fu, Qinghong;Carlsen, Marianne;Jessop, Theodore C.;Zhang, Haiming;Hazelwood, Jill;Nguyen, Huy;Baugh, Simon D. P.;Gardyan, Michael;Terranova, Kristen M.;Barbosa, Joseph;Yan, Jack;Bednarz, Mark;Layek, Suman;Taylor, Jerry;Digeorge-Foushee, Ann Marie;Gopinathan, Suma;Bruce, Debra;Smith, Traci;Moran, Liam;O’Neill, Emily;Kramer, Jeff;Lai, Zhong;Kimball, S. David;Liu, Qingyun;Sun, Weimei;Yu, Sean;Swaffield, Jonathan;Wilson, Alan;Main, Alan;Carson, Kenneth G.;Oravecz, Tamas;Augeri, David J.. And the article was included in Journal of Medicinal Chemistry in 2009.Formula: C9H10BrNO2 This article mentions the following:

During nearly a decade of research dedicated to the study of sphingosine signaling pathways, we identified sphingosine-1-phosphate lyase (S1PL) as a drug target for the treatment of autoimmune disorders. S1PL catalyzes the irreversible decomposition of sphingosine-1-phosphate (S1P) by a retro-aldol fragmentation that yields hexadecanaldehyde and phosphoethanolamine. Genetic models demonstrated that mice expressing reduced S1PL activity had decreased numbers of circulating lymphocytes due to altered lymphocyte trafficking, which prevented disease development in multiple models of autoimmune disease. Mechanistic studies of lymphoid tissue following oral administration of 2-acetyl-4(5)-(1(R),2(S),3(R),4-tetrahydroxybutyl)-imidazole (THI) showed a clear relationship between reduced lyase activity, elevated S1P levels, and lower levels of circulating lymphocytes. Our internal medicinal chem. efforts discovered potent analogs of 3 bearing heterocycles as chem. equivalent of the pendant carbonyl present in the parent structure. Reduction of S1PL activity by oral administration of these analogs recapitulated the phenotype of mice with genetically reduced S1PL expression. In the experiment, the researchers used many compounds, for example, 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9Formula: C9H10BrNO2).

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Formula: C9H10BrNO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts