Category: bromides-buliding-blocks

Yamamoto, Satoshi; Hashiguchi, Shohei; Miki, Shokyo; Igata, Yumiko; Watanabe, Toshifumi; Shiraishi, Mitsuru published the artcile< Synthesis and biological activity of novel 1,3-benzoxazine derivatives as K+ channel openers>, Synthetic Route of 81107-97-3, the main research area is benzoxazine preparation potassium channel opener.

A new series of 1,3-benzoxazine derivatives with a 2-pyridine 1-oxide group at C-4, I (R1 = Cl, Br, CF3, NO2, CCH, etc.; R2 = H, Cl, F, Br, OEt, Me), was designed to explore novel K+ channel openers. Synthesis was carried out by using a palladium(0)-catalyzed carbon-carbon bond formation reaction of imino-triflates II with organozinc reagents and via a new one-pot 1,3-benzoxazine skeleton formation reaction of benzoylpyridines. The compounds were tested for vasorelaxant activity in tetraethylammonium, chloride (TEA) and BaCl2-induced and high KCl-induced contraction of rat aorta to identify potential K+ channel openers, and also for oral hypotensive effects in spontaneously hypertensive rats. An electron-withdrawing group with the proper shape at C6 and a Me or halo group at C7 of the 1,3-benzoxazine nucleus were required for the development of optimal vasorelaxant and hypotensive activity. In particular, 2-(6-bromo-7-chloro-2,2-dimethyl-2H-1,3-benzoxazin-4-yl)pyridine 1-oxide showed more potent vasorelaxant activity (EC50 = 0.14 μm) against TEA and BaCl2-induced contraction and longer hypotensive effects than cromakalim.

Chemical & Pharmaceutical Bulletin published new progress about Potassium channel openers. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Synthetic Route of 81107-97-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Chunlin; Wang, Xinchao; Yang, Lei; Fu, Lei; Li, Gang published the artcile< Visible-light-driven regioselective carbocarboxylation of 1,3-dienes with organic halides and CO2>, HPLC of Formula: 401-78-5, the main research area is diene halide carbon dioxide iridium catalyst regioselective carbocarboxylation; alkenyl carboxylate preparation.

An unprecedented visible-light-driven regioselective carbocarboxylation of 1,3-dienes with CO2 using aryl and alkyl halides under mild conditions with low-cost potassium formate (HCOOK) to produce carbon dioxide radical anions as the potent reducing agent for the challenging organic halide reduction was reported. Highly 3,4-regioselective carbocarboxylation was achieved with 1,1-diaryl-substituted 1,3-dienes, while major 1,4-carbocarboxylation products were obtained with less hindered mono-aryl substituted 1,3-dienes. This protocol rendered a rapid method for producing complex β,γ-unsaturated carboxylic acids from easily available 1,3-dienes and organic halides with CO2.

Green Chemistry published new progress about 1,3-Alkadienes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, HPLC of Formula: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Johnson, Kristen N.; Hurlock, Matthew J.; Zhang, Qiang; Hipps, K. W.; Mazur, Ursula published the artcile< Balancing Noncovalent Interactions in the Self-Assembly of Nonplanar Aromatic Carboxylic Acid MOF Linkers at the Solution/Solid Interface: HOPG vs. Au(111)>, COA of Formula: C26H18Br2, the main research area is tetraphenylethene tetracarboxylic acid self assembly MOF solution solid interface.

This study explores directed noncovalent bonding in the self-assembly of nonplanar aromatic carboxylic acids on Au and graphite surfaces. It is the 1st step in developing a new design strategy to create 2-dimensional surface metal-organic frameworks (SURFMOFs). The acid mols. used are tetraphenylethene-based and are typically employed in the synthesis of 3-dimensional (3D) MOF crystalline solids. They include tetraphenylethene tetracarboxylic acid, tetraphenylethene bisphenyl carboxylic acid, and tetraphenylethene tetrakis-Ph carboxylic acid. The 2-dimensional structures formed from these mols. on highly ordered pyrolytic graphite (HOPG) and Au(111) are studied by scanning tunneling microscopy in a solution environment. The process of monolayer formation and final surface linker structures are strongly dependent on the combination of the mol. and substrate used and are discussed in terms of intermol. and mol.-substrate interactions, bonding geometry, and symmetry of the acid mols. In the case of linker self-assembly on HOPG, the mol.-substrate interactions play a significant role in the resulting surface structure. When the acid mols. are adsorbed on Au(111), the intermol. interactions tend to dominate over the weaker mol.-substrate bonding. Addnl., the interplay of π-π interactions and hydrogen bonding that directs the surface self-assembly on different supports can be modified by varying the linker concentration This is particularly applicable for the case of the acid mols. adsorbing on the Au(111) substrate. Precise control over predesigned surface structures and orientation of the nonplanar aromatic carboxylic linkers open up an exciting prospect for manipulating the direction of SURFMOF growth in 2 dimensions and potentially in 3D.

Langmuir published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 184239-35-8 belongs to class bromides-buliding-blocks, and the molecular formula is C26H18Br2, COA of Formula: C26H18Br2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Achard, Thierry; Belokon’, Yuri N.; Fuentes, Jose A.; North, Michael; Parsons, Teresa published the artcile< Influence of aromatic substituents on metal(II)salen catalyzed, asymmetric synthesis of α-methyl α-amino acids>, Electric Literature of 81107-97-3, the main research area is amino acid methyl asym synthesis; alanine derivative asym benzylation salen copper catalyst mol structure; transition metal Schiff base complex catalyst preparation mol structure.

The influence of substituents on both the aromatic rings of the catalyst, and the benzylidene unit of the substrate are investigated in the (salen)copper(II) catalyzed asym. benzylation of alanine derivatives Catalysts with electron-donating, and electron-withdrawing substituents of various sizes and at various locations on the aromatic rings of the salen ligand were prepared, but all exhibited inferior enantioselectivity to the parent (salen)copper(II) complex. In contrast, the introduction of halogenated substituents onto the aromatic ring of the N-benzylidene alanine Me ester substrate was found to enhance the enantioselectivity of the alkylation with a para-chloro substituent giving optimal results. A new procedure for the preparation of the catalysts which avoids the need for chromatog. on sephadex LH20 is reported, and the optimal catalyst obtained in this way was found to be a cobalt(salen) complex.

Tetrahedron published new progress about Amino acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Electric Literature of 81107-97-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bolchi, Cristiano; Pallavicini, Marco; Rusconi, Chiara; Diomede, Luisa; Ferri, Nicola; Corsini, Alberto; Fumagalli, Laura; Pedretti, Alessandro; Vistoli, Giulio; Valoti, Ermanno published the artcile< Peptidomimetic inhibitors of farnesyltransferase with high in vitro activity and significant cellular potency>, Safety of 2-Bromo-4-nitrobenzoic acid, the main research area is peptidomimetic inhibitor farnesyltransferase antiproliferative aorta smooth muscle atherosclerosis.

2-O-Tolyl or 2-o-anisyl substituted 4-hydroxy- and 4-carboxybenzamides of methionine, etherified and amidified with 2-hydroxymethyl- and 2-aminomethylpyridodioxane, resp., are described as inhibitors of Ras protein farnesyltransferase (FTase). Of the sixteen compounds, resulting from the substitution pattern of benzamide and the configuration of the two stereocenters, seven inhibited FTase activity with potencies in the nanomolar range. They were all 2-oxymethylpyridodioxane ethers and, among them, the four o-tolyl substituted stereoisomers also showed micromolar antiproliferative effect on human aortic smooth muscle cells interfering with Ras farnesylation. The docking anal. enlightened significant differences in enzyme interaction between oxymethylpyridodioxane and aminomethylpyridodioxane derivatives

Bioorganic & Medicinal Chemistry Letters published new progress about Antiatherosclerotics. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Safety of 2-Bromo-4-nitrobenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lu, Ru-Qiang; Wu, Shuang; Yang, Lin-Lin; Gao, Wen-Bin; Qu, Hang; Wang, Xiao-Ye; Chen, Jun-Bo; Tang, Chun; Shi, Hai-Yan; Cao, Xiao-Yu published the artcile< Stable Diindeno-Fused Corannulene Regioisomers with Open-Shell Singlet Ground States and Large Diradical Characters>, Related Products of 576-83-0, the main research area is diindeno corannulene regioisomer singlet triplet diradical crystal structure; corannulene; macrocycles; polycycles; radicals; structure elucidation.

The synthesis of open-shell polycyclic hydrocarbons with large diradical characters is challenging because of their high reactivities. Herein, two diindeno-fused corannulene regioisomers DIC-1 and DIC-2, curved fragments of fullerene C104, were synthesized that exhibit open-shell singlet ground states. The incorporation of the curved and non-alternant corannulene moiety within diradical systems leads to significant diradical characters as high as 0.98 for DIC-1 and 0.89 for DIC-2. Such high diradical characters can presumably be ascribed to the re-aromatization of the corannulene π system. Although the DIC compounds have large diradical characters, they display excellent stability under ambient conditions. The half-lives are 37 days for DIC-1 and 6.6 days for DIC-2 in solution This work offers a new design strategy towards diradicaloids with large diradical characters yet maintain high stability.

Angewandte Chemie, International Edition published new progress about Acylation, regioselective. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Related Products of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Jingjing; Yang, Jin-Dong; Cheng, Jin-Pei published the artcile< Exploiting the radical reactivity of diazaphosphinanes in hydrodehalogenations and cascade cyclizations>, Synthetic Route of 576-83-0, the main research area is arene preparation; aryl bromide hydrodehalogenation bis tertbutyl diazaphosphinane mediated; dihydro indene preparation chemoselective; bromide aryl cascade cyclization bis tertbutyl diazaphosphinane mediated.

Radical reactivity of diazaphosphinanes to implement hydrodehalogenations of aryl bromides and their cascade cyclization by hydride transfer was reported to give aromatic hydrocarbons R-H [R = Ph, 2-naphthyl, 4-MeOC6H4, etc.] and dihydro-indene derivatives I [X = NH, O, S]. These reactions featured a broad substrate scope, high efficiency and simplicity of manipulation. The radical reactivity of diazaphosphinanes disclosed here differed from their well-established hydridic reactivity and hence opened a new avenue for diazaphosphinane applications in organic syntheses.

Chemical Science published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Synthetic Route of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Ping; Zhang, Xueguo; Chen, Baohua published the artcile< Direct synthesis of 2,4,5-trisubstituted imidazoles and di/tri-substituted pyrimidines via cycloadditions of α,β-unsaturated ketones/aldehydes and N'-hydroxyl imidamides>, Application of C9H7BrO, the main research area is hydroxyamidine phenyl arylpropenone iron catalyst iodine promoter cycloaddition; aroyl phenylimidazole regioselective preparation green chem; unsaturated carbonyl compound hydroxyamidine iron catalyst cycloaddition green chem; diarylpyrimidine regioselective preparation.

An efficient route for the synthesis of 5-acetylimidazoles and di/trisubstituted pyrimidines via iron-catalyzed cross-dehydrogenative coupling (CDC), with excellent tolerance and yields was developed. α,β-Unsaturated aldehydes/ketones and N’-hydroxyl imidamides underwent [3+2] and [3+3] cycloadditions in two processes, involving iron-mediated Michael reaction, Robinson Annulation and 1,5-electrocyclization.

Tetrahedron Letters published new progress about [3+2] Cycloaddition reaction (regioselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schmidt, Michael A. published the artcile< Effect of Terminal Alkylation of Aryl and Heteroaryl Hydrazines in the Fischer Indole Synthesis>, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate, the main research area is Fischer indole synthesis; hydrazine ketone alkylation amidation cross coupling.

The effect of alkylation on the terminal position of aryl and heteroaryl hydrazines in the Fischer indole synthesis was examined Compared to their unalkylated counterparts, reactions using alkylated s provided indole products with higher yields and faster rates. The reactions can be conducted at lower temperatures and are compatible with acid-sensitive functionality. The terminally alkylated hydrazines were readily prepared by a new two-step sequence and held as stable hydrazinium salts. The mild formation of the salts along with the favorable Fischer indole reaction conditions highlights the potential of this approach in later-stage synthetic use.

Journal of Organic Chemistry published new progress about Alkylation. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ikeuchi, Yutaka; Taguchi, Takeo; Hanzawa, Yuji published the artcile< Zirconocene-Mediated and/or Catalyzed Unprecedented Coupling Reactions of Alkoxymethyl-Substituted Styrene Derivatives>, Safety of Methyl 2-bromo-5-fluorobenzoate, the main research area is alkoxymethylstyrene alkoxy cleavage regioselective stereoselective homodimerization heterodimerization; hydrochrysene stereoselective preparation; aryl hydronaphthalene stereoselective preparation; zirconocene mediated stereoselective cyclization dimerization coupling ortho alkoxymethyl styrene; dependence product zirconocene mediated reaction alkoxymethyl styrene.

2-(Alkoxymethyl)styrenes I (R = H, Me; R1 = H, F, MeO; R2 = Me, PhCH2) undergo a variety of reactions involving cleavage of the alkoxy group with zirconocene generated from zirconocene dichloride and either butyllithium or butylmagnesium chloride. I (R = H) react with stoichiometric amounts of zirconocene to give 4-substituted-2-methylstyrenes or 4-substituted-2-(deuteromethyl)styrenes, while with two equivalent of zirconocene, I (R = R1 = H; R2 = PhCH2) gives 3-ethyl-1-(2-methylphenyl)butane or a trideuterated derivative; in the presence of catalytic zirconocene and 3 equivalent of butylmagnesium chloride, I (R = H; R1 = H, F; R2 = PhCH2) give mainly hexahydrochrysenes II (R = H; R1 = H, F) in 52-57% yields. In the presence of either catalytic or stoichiometric amounts of zirconocene, I (R = Me; R1 = H, F, MeO; R2 = Me, PhCH2) give II (R = Me; R1 = H, F, MeO) in 29-89% yields; with I (R = Me; R1 = F; R2 = Me), the aryltetrahydronaphthalene III {R1 = F; R3 = 2-[(MeO)Me2C]C6H4} is obtained in the presence of stoichiometric zirconocene in 28-50% yields as a single stereoisomer. I (R = Me; R1 = H; R2 = Me) couples with excess amounts of arylethylenes R3CH:CH2 [R3 = Ph, 4-FC6H4, 3,5-(F3C)2C6H3, 4-MeOC6H4, 2-MeOC6H4] in the presence of stoichiometric zirconocene to yield aryldihydronaphthalenes III [R1 = H; R3 = Ph, 4-FC6H4, 3,5-(F3C)2C6H3, 4-MeOC6H4, 2-MeOC6H4] in 11-85% yields (as single stereoisomers) in addition to 5-60% yields of II (R = Me; R1 = H).

Journal of Organic Chemistry published new progress about Aryl alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Safety of Methyl 2-bromo-5-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary