Tag: 200-300

Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Bromides and Chlorosilanes was written by Xing, Mimi;Cui, Huanhuan;Zhang, Chun. And the article was included in Organic Letters in 2021.Synthetic Route of C10H13BrO This article mentions the following:

A novel nickel-catalyzed highly selective reductive cross-coupling of alkyl bromides and chlorosilanes to construct the C-Si bond has been developed. Under benign reaction conditions, a series of structurally interesting organosilanes can be accessed without Ni-catalyzed isomerization. The utility of this chem. is illustrated by further transformations of the product. Moreover, the radical mechanism of the reaction is illustrated by control experiments In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Synthetic Route of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Central cholinergic agents. I. Potent acetylcholinesterase inhibitors, 2-[ω-[N-alkyl-N-(ω-phenylalkyl)amino]alkyl]-1H-isoindole-1,3(2H)-diones, based on a new hypothesis of the enzyme’s active site was written by Ishihara, Yuji;Kato, Koki;Goto, Giichi. And the article was included in Chemical & Pharmaceutical Bulletin in 1991.Category: bromides-buliding-blocks This article mentions the following:

It has been suggested that the active site of acetylcholinesterase contains a hydrophobic binding site (HBS-1), which is closely adjacent to both the anionic and the esteratic sites. In this paper, we assumed that there exists another hydrophobic binding site (HBS-2), some distance removed from the anionic site. On this assumption, a new working hypothesis was proposed for the design of acetylcholinesterase inhibitors. A series of 2-[ω-[N-alkyl-N-(ω-phenylalkyl)amino]alkyl]-1H-isoindole-1,3(2H)-diones (I, X = e.g., O₂N, OH, Me, Cl, amino group, or COPh, Y = e.g., H, halo OMe, R = H or alkyl, n = 3-9, m = 1-4) was designed based on this hypothesis and tested for its inhibitory activities on acetylcholinesterase. Some in this series were revealed to be more potent than physostigmine. Optimum activity was found to be associated with a five carbon chain length separating the benzylamino group from the 1H-isoindole-1,3(2H)-dione (phthalimide) moiety. Quant. study of substitution effect on the phthalimide moiety revealed that hydrophilic and electron-withdrawing groups enhance the activity. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Category: bromides-buliding-blocks).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The hydrolysis of carboxylic anhydrides. IV. Succinic and tetramethylsuccinic anhydrides was written by Bunton, C. A.;Fendler, J. H.;Fuller, N. A.;Perry, S.;Rocek, J.. And the article was included in Journal of the Chemical Society in 1963.Related Products of 2178-24-7 This article mentions the following:

Hydrolysis of succinic and tetramethylsuccinic anhydride is retarded by aqueous mineral acids (except for dilute H₂SO₄ and HCl). It is acid-catalyzed in aqueous dioxane. Hydrolysis of succinic anhydride in water is accelerated by bivalent electrolytes, but retarded by univalent electrolytes (except for NaHSO₄). In water the feeble catalysis by protons is opposed by a sp. neg. salt effect, but the rate in aqueous acid is always greater than that in solutions of the alkali-metal salts. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Related Products of 2178-24-7).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Related Products of 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Copper-catalyzed endo-type trifluoromethylarylation of alkynes was written by Xu, Jun;Wang, Yun-Long;Gong, Tian-Jun;Xiao, Bin;Fu, Yao. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.Product Details of 14425-64-0 This article mentions the following:

A new copper-catalyzed trifluoromethylarylation reaction of alkynes has been developed. The transformation represents the first example of endo-type carbotrifluoromethylation of unsaturated carbon-carbon bonds and provides efficient access to a variety of CF₃-substituted dihydronaphthalenes and chromenes. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Product Details of 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Product Details of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction was written by Li, Yangyang;Li, Yuqiang;Peng, Long;Wu, Dong;Zhu, Lei;Yin, Guoyin. And the article was included in Chemical Science in 2020.SDS of cas: 14425-64-0 This article mentions the following:

A migratory cross-coupling strategy, which can overcome this obstacle to access the desired cross-coupling products ArCH(R)(CH₂)_nCR¹R²R³ (Ar = Ph, 4-fluorophenyl, indol-3-yl, etc.; R = cyclopentyl, cyclohexyl, cycloheptyl, N-benzyl-piperidin-4-yl, 2-methyl-propan-1-yl; R¹ = H, D; R² = H, D; R³ = H; n = 0-3, 5), 1-cyclopentyl-indan, 1-cycloheptyl-indan, (1-cyclopentyl-3-methyl-pentyl)benzene was described. Accordingly, a selective migratory cross-coupling of two alkyl electrophiles (RBr, ArCH(R)(CH₂)_nCR¹R²R³ (R³ = Br or Cl), 2-bromoindan, (5-bromo-1-cyclopentyl-3-methyl-pentyl)benzene) has been accomplished by nickel catalysis. Remarkably, this alkyl-alkyl cross-coupling reaction provides a platform to prepare 2°-2° carbon-carbon bonds from 1° and 2° carbon coupling partners. Preliminary mechanistic studies suggest that chain-walking occurs at both alkyl halides in this reaction, thus a catalytic cycle with the key step involving two alkylnickel(II) species is proposed for this transformation. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0SDS of cas: 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.SDS of cas: 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Polymer Chromophore-Catalyst Assembly for Solar Fuel Generation was written by Jiang, Junlin;Sherman, Benjamin D.;Zhao, Yan;He, Ru;Ghiviriga, Ion;Alibabaei, Leila;Meyer, Thomas J.;Leem, Gyu;Schanze, Kirk S.. And the article was included in ACS Applied Materials & Interfaces in 2017.SDS of cas: 22426-14-8 This article mentions the following:

A polystyrene-based chromophore-catalyst assembly (poly-2) has been synthesized and assembled at a mesoporous metal oxide photoanode. The assembly contains water oxidation catalyst centers based on [Ru(trpy) (phenq)]²⁺ (Ru-Cat) and [Ru(bpy)₃]²⁺ derivatives (Ru-C) as chromophores (trpy= 2,2′;6,2”- terpyridine, phenq = 2-(quinol-8′-yl)-1,10-phenanthroline and bpy = 2,2′-bipyridine). The photophys. and electrochem. properties of the polychromophore-oxidation catalyst assembly were investigated in solution and at the surface of mesoporous metal oxide films. The layer-by-layer (LbL) method was utilized to construct multilayer films with cationic poly-2 and anionic poly(acrylic acid) (PAA) for light-driven photochem. oxidations Photocurrent measurements of (PAA/poly-2)₁₀ LbL films on mesoporous TiO₂ demonstrate light-driven oxidation of phenol and benzyl alc. in aqueous solution Interestingly, illumination of (PAA/poly-2)₅ LbL films on a fluorine doped SnO₂/TiO₂ core/shell photoanode in aqueous solution gives rise to an initial photocurrent (âˆ?8.5 μA·cm^-2) that is in part ascribed to light driven water oxidation In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8SDS of cas: 22426-14-8).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.SDS of cas: 22426-14-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Identification of a Potent Sodium Hydrogen Exchanger Isoform 1 (NHE1) Inhibitor with a Suitable Profile for Chronic Dosing and Demonstrated Cardioprotective Effects in a Preclinical Model of Myocardial Infarction in the Rat was written by Huber, John D.;Bentzien, Jorg;Boyer, Stephen J.;Burke, Jennifer;De Lombaert, Stephane;Eickmeier, Christian;Guo, Xin;Haist, James V.;Hickey, Eugene R.;Kaplita, Paul;Karmazyn, Morris;Kemper, Raymond;Kennedy, Charles A.;Kirrane, Thomas;Madwed, Jeffrey B.;Mainolfi, Elizabeth;Nagaraja, Nelamangara;Soleymanzadeh, Fariba;Swinamer, Alan;Eldrup, Anne B.. And the article was included in Journal of Medicinal Chemistry in 2012.Formula: C9H6BrF3O2 This article mentions the following:

Sodium-hydrogen exchanger isoform 1 (NHE1) is a ubiquitously expressed transmembrane ion channel responsible for intracellular pH regulation. During myocardial ischemia, low pH activates NHE1 and causes increased intracellular calcium levels and aberrant cellular processes, leading to myocardial stunning, arrhythmias, and ultimately cell damage and death. The role of NHE1 in cardiac injury has prompted interest in the development of NHE1 inhibitors for the treatment of heart failure. This report outlines our efforts to identify a compound suitable for once daily, oral administration with low drug-drug interaction potential starting from NHE1 inhibitor sabiporide. Substitution of a piperidine for the piperazine of sabiporide followed by replacement of the pyrrole moiety and subsequent optimization to improve potency and eliminate off-target activities resulted in the identification of N-[4-(1-acetyl-piperidin-4-yl)-3-trifluoromethylbenzoyl]guanidine (I). Pharmacol. evaluation of I revealed a remarkable ability to prevent ischemic damage in an ex vivo model of ischemia reperfusion injury in isolated rat hearts. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8Formula: C9H6BrF3O2).

Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Formula: C9H6BrF3O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Halogenation using quaternary ammonium polyhalides. XXIII. Bromination of aromatic amines with polymer-bound benzyltrimethylammonium tribromide was written by Okamoto, Tsuyoshi;Kakinami, Takaaki;Kusumoto, Masao;Yonemaru, Satoshi;Kajigaeshi, Shoji. And the article was included in Nippon Kagaku Kaishi in 1990.Electric Literature of C7H7BrN2O2 This article mentions the following:

Bromo-substituted aromatic amines were obtained quant. by passing a solution of aromatic amines in dichloromethane-methanol through a column packed with styrene polymer-bound benzyltrimethylammonium tribromide. E.g., 2,4,6-tribromoaniline (I) was obtained in 99% yield from aniline. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7Electric Literature of C7H7BrN2O2).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C7H7BrN2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A fluorine scan of a tubulin polymerization inhibitor isocombretastatin A-4: Design, synthesis, molecular modelling, and biological evaluation was written by Naret, Timothee;Bignon, Jerome;Bernadat, Guillaume;Benchekroun, Mohamed;Levaique, Helene;Lenoir, Christine;Dubois, Joelle;Pruvost, Alain;Saller, Francois;Borgel, Delphine;Manoury, Boris;Leblais, Veronique;Darrigrand, Romain;Apcher, Sebastien;Brion, Jean-Daniel;Schmitt, Etienne;Leroux, Frederic R.;Alami, Mouad;Hamze, Abdallah. And the article was included in European Journal of Medicinal Chemistry in 2018.HPLC of Formula: 95668-20-5 This article mentions the following:

A novel series of tubulin polymerization inhibitors, based on fluorinated derivatives of isocombretastatin A-4 (isoCA-4), was synthesized with the goal of evaluating the effect of these compounds on the proliferative activity. The introduction of fluorine atom was performed on the Ph ring or at the linker between the two aromatic rings. The modification of isoCA-4 by introduction of difluoromethoxy group at the para-position, I, and substitution of the two protons of the linker by two fluorine atoms, II, produced the most active compounds in the series, with IC₅₀ values of 0.15-2.2 nM (for I) and 0.1-2 nM (for II), resp., against a panel of six cancer cell lines. Compounds I and II had greater antiproliferative activity in comparison with references combretastatin A-4 (CA-4) or isoCA-4; the presence of fluorine group leads to a significant enhancement of the antiproliferative activity. Mol. docking studies indicated that compounds I and II occupy the colchicine binding site of tubulin. Evaluation of cytotoxicity in Human noncancer cells indicated that the compounds I and II were practically ineffective in quiescent peripheral blood lymphocytes, and may have a selective antiproliferative activity against cancer cells. Analyses of cell cycle distribution, and morphol. microtubules organization showed that compound II induced G₂/M phase arrest and, dramatically disrupted the microtubule network. In the experiment, the researchers used many compounds, for example, 3-Nitro-4-(trifluoromethoxy)bromobenzene (cas: 95668-20-5HPLC of Formula: 95668-20-5).

3-Nitro-4-(trifluoromethoxy)bromobenzene (cas: 95668-20-5) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.HPLC of Formula: 95668-20-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Controlling Pd(IV) reductive elimination pathways enables Pd(II)-catalysed enantioselective C(sp³)-H fluorination was written by Park, Hojoon;Verma, Pritha;Hong, Kai;Yu, Jin-Quan. And the article was included in Nature Chemistry in 2018.Electric Literature of C8H4BrF3O This article mentions the following:

The development of a Pd(II)-catalyzed enantioselective fluorination of C(sp³)-H bonds would offer a new approach to making chiral organofluorines. However, such a strategy is particularly challenging because of the difficulty in differentiating prochiral C(sp³)-H bonds through Pd(II)-insertion, as well as the sluggish reductive elimination involving Pd-F bonds. Here, authors report the development of a Pd(II)-catalyzed enantioselective C(sp³)-H fluorination using a chiral transient directing group strategy. In this work, a bulky, amino amide transient directing group was developed to control the stereochem. of the C-H insertion step and selectively promote the C(sp³)-F reductive elimination pathway from the Pd(IV)-F intermediate. Stereochem. anal. revealed that while the desired C(sp³)-F formation proceeds via an inner-sphere pathway with retention of configuration, the undesired C(sp³)-O formation occurs through an S_N2-type mechanism. Elucidation of the dual mechanism allows us to rationalize the profound ligand effect on controlling reductive elimination selectivity from high-valent Pd species. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Electric Literature of C8H4BrF3O).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Electric Literature of C8H4BrF3O

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary