Month: October 2022

Barik, Soumen; Das, Rohan Chandra; Balanna, Kuruva; Biju, Akkattu T. published the artcile< Kinetic Resolution Approach to the Synthesis of C-N Axially Chiral N-Aryl Aminomaleimides via NHC-Catalyzed [3 + 3] Annulation>, Category: bromides-buliding-blocks, the main research area is phenyl aminopyrrolidione bromopropenal arene heterocyclic carbene cycloaddition kinetic resolution; aryl pyrrolopyridine trione preparation.

Chiral NHC-catalyzed kinetic resolution of N-aryl aminomaleimides allowing the synthesis of C-N axially chiral N-aryl aminomaleimides via remote chirality control was presented. The catalytically generated α,β-unsaturated acylazoliums from 2-bromoenals underwent selective [3 + 3] annulation with one of the enantiomers of maleimide to furnish fused-dihydropyridinone (bearing axial/central chirality, up to 6:1 dr, >99:1 er) leaving the enantioenriched opposite enantiomer (up to >99:1 er). Studies on C-N bond rotation barrier and dependence on temperature were also provided.

Organic Letters published new progress about [3+3] Cycloaddition reaction (stereoselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gensch, Tobias; Smith, Sleight R.; Colacot, Thomas J.; Timsina, Yam N.; Xu, Guolin; Glasspoole, Ben W.; Sigman, Matthew S. published the artcile< Design and Application of a Screening Set for Monophosphine Ligands in Cross-Coupling>, Application of C9H11Br, the main research area is arene aryl boronic acid palladium phosphine Suzuki coupling; bromobenzene aminobenzimidazole palladium phosphine chemoselective Buchwald Hartwig amination.

A virtual library, kraken, which is representative of the monodentate P(III)-ligand chem. space, was utilized as the basis to represent the discrete ligands as continuous variables. Using dimensionality reduction and clustering techniques, a Phosphine Optimization Screening Set (PHOSS) of 32 com. available ligands was suggested that samples this chem. space completely and evenly. The application of this screening set was presented in the identification of active catalysts for various cross-coupling reactions and show how well-distributed sampling of the chem. space facilitates identification of active catalysts. Furthermore, how proximity in ligand space can be a useful guide to further explore ligands when very few active catalysts are known was demonstrated.

ACS Catalysis 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, Application of C9H11Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shchegolkov, Evgeny V.; Burgart, Yanina V.; Matsneva, Daria A.; Borisevich, Sophia S.; Kadyrova, Renata A.; Orshanskaya, Iana R.; Zarubaev, Vladimir V.; Saloutin, Victor I. published the artcile< Polyfluoroalkylated antipyrines in Pd-catalyzed transformations>, Name: 3-Bromobenzotrifluoride, the main research area is aryl phenylethynyl polyfluoroalkylated antipyrine preparation antiviral; arylhalogenide arylation Suzuki Sonogashira palladium catalyst.

In the direct C-H arylation with arylhalogenides in the presence of Pd(OAc)2, trifluoromethyl-containing antipyrine reacts very slowly and incompletely owing to the low nucleophilicity of its C4 center. However, it was effective in modifying polyfluoroalkyl-substituted 4-bromo- and 4-iodo antipyrines by the Suzuki and Sonogashira reactions. It was established that using Pd2(dba)3 as catalyst and XPhos as phosphine ligand was the optimal catalytic system for the synthesis of 4-aryl- and 4-phenylethynyl-3-polyfluoroalkyl-antipyrines. Moreover, iodo-derivatives as the initial reagents were found to be more advantageous compared to bromo-containing analogs. It was found that 4-phenylethynyl-5-CF3-antipyrine has a moderate activity against the influenza virus A/Puerto Rico/8/34 (H1N1) and 4-iodo-5-CF3-antipyrine reveals a weak activity against the vaccine virus (strain Copenhagen) and bovine diarrhea virus (strain VC-1).

RSC Advances published new progress about Antiviral agents. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Name: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

An, Shuyi; Guo, Zhifen; Liu, Xin; Che, Yan; Xing, Hongzhu; Chen, Peng published the artcile< Visible-light-responsive lanthanide coordination polymers for highly efficient photocatalytic aerobic oxidation of amines and thiols>, Electric Literature of 3959-07-7, the main research area is coordination polymer lanthanide anthracene ethyne dibenzoate fluorobenzoate complex preparation; photochem oxidation catalyst lanthanide anthracene ethyne dibenzoate fluorobenzoate polymeric; crystal structure lanthanide anthracene ethyne dibenzoate fluorobenzoate polymeric complex.

Development of visible-light-induced photocatalytic reactions using mol. oxygen as the terminal oxidant is intriguing in view of the current environmental and energy issues. The authors report herein the synthesis and characterization of a series of novel photocatalysts of lanthanide coordination polymers (Ln-CPs) with desirable characters of wide-range visible-light adsorption and excellent chem. stability. They show excellent selectivity and yield for the aerobic oxidation of amines and thiols to produce imines and disulfide, resp. Mechanism studies including ESR and radical quenching indicate these Ln-CPs are highly efficient to activate mol. oxygen into highly reactive oxygen species of superoxide radical and singlet oxygen via photoinduced electron and energy transfer, resp. It is notable that the photocatalytic oxidation of thiols into disulfide have never been reported using a CP photocatalyst prior to this study. Meanwhile, the synthesized CPs exhibits superior photocatalytic performance to other reported ones for amine oxidation due to the synergy of singlet oxygen and superoxide radical species. The work provides an in-depth understanding of the photoinduced oxygen activation based on a CP photocatalyst to accomplish a visible-light-induced reaction, illustrating the great potential of photoactive CPs for green synthesis.

New Journal of Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Electric Literature of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cheng, Hua; Yang, Lu; Liu, Hong-Fu; Zhang, Rui; Chen, Cheng; Wu, Yuan; Jiang, Wen published the artcile< N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide as a new inhibitor of mitochondrial complex III: Synthesis, biological evaluation and computational simulations>, Application In Synthesis of 81107-97-3, the main research area is chlorotrifluoromethylphenoxyphenylpicolinamide preparation mitochondria complex III inhibitor; Amide; Biological evaluation; Computational simulation; Diaryl ether; Inhibitor; Mitochondrial complex III.

Mitochondrial complex III is one of the most promising targets for a number of pharmaceuticals and fungicides. Due to the wide-spread use of complex III-inhibiting fungicides, a considerable increase of resistance occurred worldwide. Therefore, inhibitors with novel scaffolds and potent activity against complex III are still in great demand. A new series of amide compounds bearing the diaryl ether scaffold were designed and prepared, followed by the biol. evaluation. Gratifyingly, several compounds demonstrated potent activity against succinate-cytochrome c reductase (SCR, a mixture of mitochondrial complex II and complex III), with compound N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide possessing the best inhibitory activity (IC50 = 0.91 ± 0.09μmol/L). Addnl. studies verified that N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide was a new inhibitor of complex III. Moreover, computational simulations elucidated that N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide should bind to the Qo site of complex III. The authors believe this work will be valuable for the preparation and discovery of more complex III inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 81107-97-3. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Application In Synthesis of 81107-97-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Feng, Xin; Cui, Hai-Lei; Xu, Shi; Wu, Li; Chen, Ying-Chun published the artcile< Organocatalytic Direct Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactam to α,β-Unsaturated Aldehydes and an Illustration to Scaffold Diversity Synthesis>, Formula: C9H7BrO, the main research area is alkyl butyrolactam stereoselective preparation; unsaturated butyrolactam aldehyde diastereoselective enantioselective regioselective chemoselective Michael addition; alkaloid stereoselective preparation; butyrolactam reductive amination intramol aza Michael addition; diastereoselective reductive radical conjugate addition cyclization.

The first organocatalytic regio- and chemoselective direct vinylogous Michael addition of N-Boc α,β-unsaturated γ-butyrolactam to α,β-unsaturated aldehydes is reported. The desired adducts, e.g. I, with multiple orthogonal sets of functionalities were obtained in excellent enantioselectivity (up to 98% ee) with low to outstanding diastereoselectivity (d.r. up to > 20:1). Moreover, it has been demonstrated that the products were quite valuable for scaffold diversity synthesis. A number of enantioenriched natural-product-like or drug-like mols. with fused bi-, tri-, and polycyclic structures, e.g. II, have been efficiently constructed, which might have potentials in the later explorations for the biol. related studies.

Chemistry – A European Journal published new progress about Alkaloids Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Xiulei; Zhou, Zhen; Li, Zhong; Xu, Xiaoyong published the artcile< Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita>, Category: bromides-buliding-blocks, the main research area is benzotriazinone dihydrothiazole thiol preparation nematocidal activity.

A series of novel 1,2,3-benzotriazin-4-one derivatives containing 4,5-dihydrothiazole-2-thiol I (R = H, 5-OMe, 7-F, 8-NO2, etc.) was synthesized. The bioassay results showed that compounds I (R = 7-OMe, 6-NO2, 7-Cl (A)) exhibited good control efficacy against the cucumber root-knot nematode disease caused by Meloidogyne incognita at the concentration of 10.0 mg L-1 in vivo. Compound (A) showed excellent nematicidal activity with inhibition 68.3% at a concentration of 1.0 mg L-1. It suggested that the structure of 1,2,3-benzotriazin-4-one containing 4,5-dihydro-thiazole-2-thiol could be optimized further.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Benzotriazines Role: AGR (Agricultural Use), BSU (Biological Study, Unclassified), RCT (Reactant), SPN (Synthetic Preparation), BIOL (Biological Study), USES (Uses), RACT (Reactant or Reagent), PREP (Preparation). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sivendran, Nardana; Belitz, Florian; Sowa Prendes, Daniel; Manu Martinez, Angel; Schmid, Rochus; Goossen, Lukas J. published the artcile< Photochemical Sandmeyer-type Halogenation of Arenediazonium Salts>, Computed Properties of 401-78-5, the main research area is arene diazonium tetrafluoroborate tetraalkylammonium halide photochem Sandmeyer halogenation; haloarene preparation.

Trihalide salts were found to efficiently promote photochem. dediazotizing halogenations of diazonium salts. In contrast to classical Sandmeyer reactions, no metal catalysts required to achieve high yields and outstanding selectivities for halogenation over competing hydridodediazotization. Convenient protocols was disclosed for synthetically meaningful brominations, iodinations and chlorinations of diversely functionalized derivatives

Chemistry – A European Journal published new progress about Activation entropy. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Computed Properties of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Allahdad, Ahmad; Knight, David W. published the artcile< An investigation of the Wittig reaction between a series of monosubstituted phthalic anhydrides and ethoxycarbonylmethylidenetriphenylphosphorane>, Safety of 4-Bromoisobenzofuran-1,3-dione, the main research area is Wittig phthalic anhydride ethoxycarbonylmethylidenetriphenylphosphorane regiochem; ylidenephthalide; phthalide ylidene.

The reaction was examined of EtO2CCH:PPh3 (I) with II (Z = Z1 = O, R = x-OMe, x-NMe2, x-Me, x-CO2Me, x-NO2, x-Cl, x-Br; x = 3,4) in refluxing dry CHCl3 for 18 h. The structures of the products II (Z ≠ Z1 = O, CHCO2Et, R as before) were determined by chem. and spectral methods. The regioselectivity of the reaction is governed by substituent electronic effects which render one of the anhydride CO groups more susceptible to nucleophilic attack. Generally, (E)-ylidenephthalides were formed predominantly. II (Z = Z1 = O, R = 3-Me) with I gave a 73:23:4 mixture of (E)-II (Z = CHCO2Et, Z1 = O, R = 3-Me) [(E)-III], (Z)-III, and (Z)-II (Z = O, Z1 = CHCO2Et, R = 3-Me); II (Z = Z1 = O, R = 3-Cl) gave a 43:52:5 mixture of (E)-II (Z = CHCO2Et, Z1 = O, R = 3-Cl) [(E)-IV], (Z)-IV, and (Z)-II (Z = O, Z1 = CHCO2Et, R = 3-Cl), resp.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Regiochemistry. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Safety of 4-Bromoisobenzofuran-1,3-dione.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Tianyue; Liu, Fengbo; Hu, Xianchen; Zhao, Zhiyong; Liu, Simin published the artcile< Cucurbit[n]uril-based host-guest interaction enhancing organic room-temperature phosphorescence of phthalic anhydride derivatives in aqueous solution>, Electric Literature of 82-73-5, the main research area is cucurbituril ammonium chloride inclusion reaction phosphorescence.

Purely organic room temperature phosphorescence (RTP) materials in the solid state have been widely researched, while water-soluble mols. with single structure and RTP emission in water are still rare. Here, cyan RTP in aqueous solution of water-soluble halogen-substituted phthalic anhydride (PA) derivatives was enhanced by supramol. host-guest complexation with cucurbit[n]urils (CB[n]s). This successful attempt further suggests a feasible strategy for creating visible RTP materials in aqueous solution through CB[n]-based host-guest complexation.

New Journal of Chemistry published new progress about Cucurbiturils Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), PROC (Process). 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Electric Literature of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary