Month: October 2022

Burns, Michael J.; Thatcher, Robert J.; Taylor, Richard J. K.; Fairlamb, Ian J. S. published the artcile< Pd-catalysed regioselective C-H functionalisation of 2-pyrones>, Product Details of C7H4BrF3O, the main research area is regioselective palladium catalyzed heterocyclization pyrone reactant benzofuropyrone preparation; pyrone reactant palladium catalyzed intramol heterocyclization benzofuropyrone preparation.

A new synthetic methodol. for the catalytic C-H functionalization of 2-pyrones is described which proceeds regioselectively at the C3 position, mirroring the observed regioselectivity in 6π-electrocyclization/oxidative aromatization reactions of related compounds to give benzofuropyrones, e.g. I. Insight into the reaction mechanism is provided, with support for a neutral palladium(II) pathway. Cationic palladium(II) complexes possessing 2-pyrones are unstable and readily undergo PdII→P transfer at ambient temperature resulting in phosphonium salt formation (and Pd0Ln species).

Dalton Transactions published new progress about C-H bond (functionalization). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Product Details of C7H4BrF3O.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tuccinardi, Tiziano; Bertini, Simone; Martinelli, Adriano; Minutolo, Filippo; Ortore, Gabriella; Placanica, Giorgio; Prota, Giovanni; Rapposelli, Simona; Carlson, Kathryn E.; Katzenellenbogen, John A.; Macchia, Marco published the artcile< Synthesis of Anthranylaldoxime Derivatives as Estrogen Receptor Ligands and Computational Prediction of Binding Modes>, Reference of 19128-48-4, the main research area is anthranyl aldoxime preparation estrogen receptor ligand.

N-Me-anthranylaldoximes possess a hydrogen-bonded pseudocyclic A’ ring in place of the typical phenolic A-ring that is characteristic of most estrogen receptor (ER) ligands. We have investigated the role played by substituents introduced into either one or both of the peripheral 3- and 4-Ph rings in modulating ER binding affinity. An efficient synthetic strategy was employed for the preparation of differentially substituted 3- and 4-aryl derivatives that involved exploiting the different reactivity of bromo- vs. chloro-aryl groups in palladium-catalyzed cross-couplings. The binding data showed that ERα affinity could be improved by a single p-OH group in the 4-Ph ring, whereas the same substitution on the 3-Ph ring caused a dramatic reduction of ERβ affinity. The most ERα-selective compound was the one with two p-OH groups on both Ph substituents. To rationalize these results, ligand docking followed by mol. mechanics Poisson-Boltzmann/surface area (MM-PBSA) studies were carried out. These analyses suggested a mol. basis for the interaction of these compounds with the ERs and enabled the development of models able to predict the mode of ligand binding.

Journal of Medicinal Chemistry published new progress about Estrogen receptor α Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 19128-48-4 belongs to class bromides-buliding-blocks, and the molecular formula is C6H3BrClNO2, Reference of 19128-48-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Grassl, Simon; Hamze, Clemence; Koller, Thaddaeus J.; Knochel, Paul published the artcile< Copper-Catalyzed Electrophilic Thiolation of Organozinc Halides by Using N-Thiophthalimides Leading to Polyfunctional Thioethers>, COA of Formula: C9H11Br, the main research area is organozinc halide thiophthalimide copper catalyst electrophilic thiolation; thioether thiocyanate selenide preparation; copper catalysis; electrophilic thiolation; organozinc halides; thioethers; trifluoromethylthioation.

(Hetero)aryl, benzylic, and alkyl zinc halides were thiolated with N-thiophthalimides at 25 °C within 1 h in the presence of 5-10 % Cu(OAc)2·H2O to furnish the corresponding polyfunctionalized thioethers in good yields. This electrophilic thiolation was extended to the introduction of trifluoromethylthio (SCF3), thiocyanate (SCN), and selenophenyl (SePh) groups. The utility of this method was shown in a seven-step synthesis of a potent cathepsin D inhibitor in 34% overall yield.

Chemistry – A European Journal published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, COA of Formula: C9H11Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bychek, Roman; Mykhailiuk, Pavel K. published the artcile< A Practical and Scalable Approach to Fluoro-Substituted Bicyclo[1.1.1]pentanes>, Recommanded Product: 3-Bromobenzotrifluoride, the main research area is fluoro substituted bicyclopentane preparation; Bicyclo[1.1.0]butane; Bicyclo[1.1.1]pentane; Bioisosteres; Fluorine.

A practical scalable approach to fluoro-substituted bicyclo[1.1.1]pentanes was developed. The physicochem. properties of the F-BCPs were studied, and the core was incorporated into the structure of the anti-inflammatory drug flurbiprofen in place of the fluorophenyl ring.

Angewandte Chemie, International Edition published new progress about Bicyclic compounds 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, Recommanded Product: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Xiao-Qin; Yan, Xiao-Wei; Zhang, Xing-Guo published the artcile< A palladium-catalyzed ring-expansion reaction of cyclobutanols with 2-haloanilines leading to benzazepines and quinolines>, Product Details of C7H4BrF3, the main research area is quinoline acyl preparation; benzazepine aryl preparation oxidative rearrangement; cyclobutanol haloaniline ring expansion palladium catalyst.

A general synthesis of 2-aryl benzazepines I (Ar = biphenyl-4-yl, 2-naphthyl, thiophen-2-yl, benzodioxol-5-yl, etc.; R = H, Ph, benzyloxymethyl; R1 = H, Me; R2 = H, Me, F, Cl, CF3, CO2Me; R1R2 = -CH=CH-CH=CH-; R3 = H, Me, MeO, Cl) has been developed through palladium-catalyzed ring-expansion reactions of cyclobutanols II with 2-haloanilines 2-X-4-R3-5-R2-6-R1C6HNH2. The further oxidative rearrangement reaction of benzazepines I provided an efficient synthesis of 2-acyl quinolines III. These transformations feature the efficient construction of six- and seven-membered N-containing heterocycles from easily obtained materials with excellent functional group tolerance.

Chemical Communications (Cambridge, United Kingdom) published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent) (halo-). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Product Details of C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zaja, Mirko; Connon, Stephen J.; Dunne, Aideen M.; Rivard, Michael; Buschmann, Nicole; Jiricek, Jan; Blechert, Siegfried published the artcile< Ruthenium olefin metathesis catalysts with modified styrene ethers: influence of steric and electronic effects>, Name: 2-Bromo-4-(trifluoromethyl)phenol, the main research area is ruthenium isopropoxybenzylidene complex preparation ring closing metathesis catalyst; functionalized styrene ether preparation reaction ruthenium complex; diene ruthenium complex catalyzed metathesis steric hindrance electronic effect; heterocyclic compound nitrogen dihydropyrrole hexahydroazocine preparation.

A series of olefin metathesis catalysts with modified isopropoxybenzylidene ligands were synthesized, and the effects of ligands on the rate of metathesis was investigated. Increased steric hindrance ortho to the isopropoxy group enhanced reaction rates. In the case of N-heterocyclic carbene complexes, decreasing electron d. at both the chelating oxygen atom and the Ru:C bond accelerated reaction rates appreciably. In an example reaction, CH2:CHCH2N(Ts)CH2CH:CH2 underwent ring-closing metathesis in the presence of (4,5-dihydroIMes)Cl2Ru:CH(2-OiPr)(4-CN)C6H3 giving N-tosyl-2,5-dihydropyrrole in 96% yield. Catalysts containing a tricyclohexylphosphine ligand, such as (PCy3)Cl2Ru:CH(2-OiPr)(5-CF3)C3H6, followed the same trend with regard to benzylidene electrophilicity, while higher electron d. at oxygen enhanced reaction rates.

Tetrahedron published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Name: 2-Bromo-4-(trifluoromethyl)phenol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhu, Bin-Bin; Ye, Wen-Bo; He, Zhi-Tao; Zhang, Shu-Sheng; Feng, Chen-Guo; Lin, Guo-Qiang published the artcile< Regioselective Tandem C-H Alkylation/Coupling Reaction of ortho-Iodophenylethylenes via C,C-Pallada(II)cycles>, Quality Control of 89003-95-2, the main research area is styrene iodo regioselective diastereoselective alkylation nucleophilic substitution palladacycle pyridone.

Five-membered C,C-pallada(II)cycles are a unique class of diorganopalladium species with favorable stability and an electron-rich nature, leading to efficient sequential reactions with diverse electrophiles and nucleophiles. Specifically, the development of aryl-alkenyl-palladacycle-based transformations could provide an attractive approach with regio- and stereocontrol for the construction of multifunctionalized arylethylenes. However, currently, the C,C-pallada(II)cycle formation relies on a rigid skeleton or steric congestion in the backbone to promote cyclopalladation, and the formation of aryl-alkenyl-palladacycle without an α-substituent has not been achieved. Furthermore, reactions that could discriminate between the two sp2 carbon centers of such C(sp2),C(sp2)-palladacycle remain elusive. Herein, a regioselective three-component tandem alkylation/coupling reaction applicable for a variety of non-, α-, or β-substituted and α,β-disubstituted ortho-iodophenylethylenes is reported. Electron-rich 2-pyridone ligands are employed to enable the cyclopalladation process leading to aryl-alkenyl-palladacycle intermediates, of which the two C-Pd bonds are discriminated toward alkylation by their inherent steric and electronic differences. Good linear free-energy relationships between regio-/chemoselectivities and Hammett σ values are observed

ACS Catalysis published new progress about Alkylation catalysts, regioselective. 89003-95-2 belongs to class bromides-buliding-blocks, and the molecular formula is C8H4BrNO, Quality Control of 89003-95-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mato, Mauro; Martin-Torres, Inmaculada; Herle, Bart; Echavarren, Antonio M. published the artcile< Cyclopropane-alkene metathesis by gold(I)-catalyzed decarbenation of persistent cyclopropanes>, Product Details of C21H22BrP, the main research area is disubstituted cyclopropane diastereoselective preparation; cyclopropane alkene metathesis gold catalyzed.

A gold(I)-catalyzed cyclopropane-alkene metathesis was demonstrated with two new families of cyclopropane derivatives of naphthalene I [R1 = H, Me, Ph; R2 = H, Me, Ph; R1R2 = (CH2)5]/(exo)-1-phenyl-1a,7b-dihydro-1H-cyclopropa[a]naphthalene and phenanthrene II [Ar = C6H5, 4-MeOC6H4, 3,5-di-MeC6H3]. In this process, metal carbene units are transferred from a persistent cyclopropane to an alkene, upon release of naphthalene or phenanthrene, allowing the diastereoselective synthesis of a wide range of aryl and vinyl cyclopropanes III [R = 3-MeC6H4, 4-ClC6H4, 4-CF3C6H4] and IV [R = C6H5, 3-BrC6H4, 4-OAcC6H4, etc.] resp.

Organic & Biomolecular Chemistry published new progress about Cyclopropanation catalysts, stereoselective. 1530-33-2 belongs to class bromides-buliding-blocks, and the molecular formula is C21H22BrP, Product Details of C21H22BrP.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Xia; Lang, Xianjun published the artcile< Cooperative smart TiO2 photocatalysis and TEMPO catalysis: visible light-mediated selective aerobic oxidation of amines>, Formula: C7H8BrN, the main research area is photooxidation catalyst adsorption visible light.

Here, we report a highly efficient cooperative photocatalytic system for the selective oxidation of amines with air. The visible light-assisted adsorption of amines gives rise to a visible light complex on TiO2 that can be self-repaired to safeguard smart photocatalysis. Smart TiO2 photocatalysis works cooperatively with TEMPO catalysis that can perform the visible light-mediated selective oxidation of amines in a swift and recyclable manner. This discovery provides an alternative for addressing environmental challenges by reducing pollutants at the source for oxidative chem. reactions. (c) 2020 American Institute of Physics.

Journal of Chemical Physics published new progress about Adsorption. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Dong; Li, Shiqing; Wang, Jinhua; Gou, Tiantian; Zhang, Linfeng; Wang, Guixia; Kong, Xiangfei published the artcile< Visible-Light-Mediated Synthesis of Rutaecarpine Alkaloids through C-N Cross-Coupling Reaction>, Related Products of 20776-50-5, the main research area is aniline benzamide cross dehydrogenation coupling amination oxidation photocatalyst light; quinazolinone alkaloid preparation; rutaecarpine preparation.

A visible-light-initiated cross-dehydrogenative-coupling amination is described, featuring metal- and photocatalyst-free, at room temperature, and using air as an oxidant. The reaction provides a facile approach for the synthesis of rutaecarpine and its derivatives The substrates with electron-withdrawing groups give higher yields than those with electron-donating groups, but the substituent position has a negligible influence on the yield. Using binaphthyl-diyl hydrogen phosphate and dibenzyl phosphate as catalysts both deliver satisfying yields. This straightforward light-driven strategy might be applicable to the synthesis of quinazolinone derivatives

Synlett published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Related Products of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary