Month: October 2022

Li, Zhen; Huang, Meirong; Zhang, Xinhao; Chen, Jiean; Huang, Yong published the artcile< N-Heterocyclic Carbene-Catalyzed Four-Component Reaction: Chemoselective Cradical-Cradical Relay Coupling Involving the Homoenolate Intermediate>, Application In Synthesis of 3893-18-3, the main research area is beta tertiary gamma quaternary carboxylic acid chemoselective preparation; enal olefin nucleophile Togni reagent multicomponent relay coupling organocatalyst.

An organocatalytic four-component relay radical coupling to access a broad spectrum of β-tertiary-γ-quaternary carboxylic acid derivatives I [R = Ph, 4-MeC6H4, 2-thienyl, etc.; R1 = H, Ph, 4-BrC6H4, etc.; R2 = Et, Ph, 2-furyl, etc.; R3 = OMe, OEt, HNCH2C6H5, etc.] using simple reagents was reported. This strategy was complementary to the classical closed-shell synthetic approaches and was particularly effective in introducing a quaternary carbon substituent at β-carbon. Mechanistically, relay radical coupling involving N-heterocyclic carbene-derived homoenolates was challenging due to issues associated with site-selectivity and catalyst turnover. In this report, demonstrated high site control using a triazolium N-heterocyclic carbene catalyst and a transient acyl trapping strategy to prepare diversified carboxylic acid derivatives in a single pot.

ACS Catalysis published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Auti, Prashant S.; Nandi, Arijit; Kumari, Vijeta; Paul, Atish T. published the artcile< Design, synthesis, biological evaluation and molecular modelling studies of oxoacetamide warhead containing indole-quinazolinone based novel hybrid analogues as potential pancreatic lipase inhibitors>, Category: bromides-buliding-blocks, the main research area is obesity indole quinazolinone mol modeling pancreatic lipase inhibitor antiobesity.

A novel series of indolyl oxoacetamide-quinazolinone hybrid analogs (9aa-9df) were designed, synthesized, and evaluated for their in vitro pancreatic lipase (PL) inhibitory potential which may lead to efficient anti-obesity agents. All the synthesized hybrid analogs exhibited moderate to potent PL inhibitory activity (IC50 = 32.51 to 4.86 μM). Among all the analogs, 9ak, 9af, 9aj, and 9ah were found to have the most potent PL inhibitory activity (IC50 = 4.86, 5.73, 5.83, and 5.94 μM resp.), as compared to orlistat (IC50 = 0.86 μM). The most potent analogs 9af and 9ak were found to inhibit PL competitively with an inhibition constant (Ki) of 2.136, 1.648 μM. Furthermore, the docking study confirmed the binding of analogs 9ak and 9af (MolDock score of -161.25, -133.67 kcal mol-1) that exhibited docking interactions with important active site amino acids, namely Phe 77, Tyr 114, Ser 152, Arg 256, His 263, etc. Also, the anal. of analog 9ak and 9af in SeeSAR revealed the covalent inhibition of PL. In mol. dynamics simulations of 100 ns, the complex between each analog (9ak & 9af) and PL was found to be stable (RMSD < 1.5 Å). The present work highlights the importance of a hybrid drug design approach for the development of indole and quinazolinone containing hybrids as potential PL inhibitors. New Journal of Chemistry published new progress about Antiobesity agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xuan, Yi-ning; Chen, Zhen-yu; Yan, Ming published the artcile< An organocatalytic cascade reaction of 2-nitrocyclohexanone and α,β-unsaturated aldehydes with unusual regioselectivity>, Name: 3-(4-Bromophenyl)acrylaldehyde, the main research area is nitrocyclohexanone aldehyde unsaturated organocatalyst conjugate addition Henry reaction; nonanone bicyclo stereoselective preparation.

An organocatalytic cascade reaction of 2-nitrocyclohexanone and α,β-unsaturated aldehydes was developed. Bicyclo[3.3.1]nonanone products, e.g., I, were obtained with good yields and excellent enantioselectivities. The reaction occurred with unusual regioselectivity. A dienolate-iminium activation mechanism was proposed. The products were transformed to eight-membered cyclic ketones, e.g., II, with high enantioselectivity.

Chemical Communications (Cambridge, United Kingdom) published new progress about Bicyclic compounds, ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Name: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kraszewski, Karol; Tomczyk, Ireneusz; Drabinska, Aneta; Bienkowski, Krzysztof; Solarska, Renata; Kalek, Marcin published the artcile< Mechanism of Iodine(III)-Promoted Oxidative Dearomatizing Hydroxylation of Phenols: Evidence for a Radical-Chain Pathway>, Synthetic Route of 1530-33-2, the main research area is phenol iodine oxidative dearomatization kinetics mechanism; hypervalent iodine; mechanistic investigations; phenol dearomatization; radical-chain pathway; synthetic methods.

The oxidative dearomatization of phenols with the addition of nucleophiles to the aromatic ring induced by hypervalent iodine(III) reagents and catalysts has emerged as a highly useful synthetic approach. However, exptl. mechanistic studies of this important process have been extremely scarce. In this report, we describe systematic investigations of the dearomatizing hydroxylation of phenols using an array of exptl. techniques. Kinetics, EPR spectroscopy, and reactions with radical probes demonstrate that the transformation proceeds by a radical-chain mechanism, with a phenoxyl radical being the key chain-carrying intermediate. Moreover, UV and NMR spectroscopy, high-resolution mass spectrometry, and cyclic voltammetry show that before reacting with the phenoxyl radical, the water mol. becomes activated by the interaction with the iodine(III) center, causing the Umpolung of this formally nucleophilic substrate. The radical-chain mechanism allows the rationalization of all existing observations regarding the iodine(III)-promoted oxidative dearomatization of phenols.

Chemistry – A European Journal published new progress about Activation entropy. 1530-33-2 belongs to class bromides-buliding-blocks, and the molecular formula is C21H22BrP, Synthetic Route of 1530-33-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rong, Nianxin; Yuan, Yongsheng; Chen, Huijie; Yao, Changguang; Li, Teng; Wang, Yantao; Yang, Weiran published the artcile< A practical route to 2-iodoanilines via the transition-metal-free and base-free decarboxylative iodination of anthranilic acids under oxygen>, Related Products of 20776-50-5, the main research area is iodoaniline regioselective preparation; anthranilic acid oxygen decarboxylative iodination.

A simple and practical procedure for synthesizing 2-iodoanilines ArNH2 [Ar = 2-IC6H4, 2-I-4-BrC6H3, 2-I-4-MeOC6H3, etc.] had been developed. A series of highly regioselective 2-iodoanilines ArNH2 was obtained in satisfactory to good yields (of up to 90%) by carrying out the decarboxylative iodination of readily available anthranilic acids with inexpensive KI and I2 as halogen donors under transition-metal-free and base-free conditions. Oxygen was shown to be necessary for the transformation. This practical decarboxylative iodination route was operationally scalable and shown to exhibit high functional-group tolerance. Control experiments suggested that a radical pathway was involved in the transformation.

Organic Chemistry Frontiers published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), 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

Zhang, Tianyu; Yang, Zhenkun; Zhou, Dapeng; Meng, Fuliang; Han, Zhengyu; Huang, Hai published the artcile< Non-metal Lewis acid-catalyzed cross-Claisen condensation for β-keto esters>, Safety of Ethyl 2-(3-bromophenyl)acetate, the main research area is alkoxy silyl ketene acetal keto ester Lewis acid catalyst; keto alkoxy ester cehmoselective preparation Claisen condensation.

A new catalytic and highly chemoselective cross-Claisen condensation of esters was disclosed. In the presence of TBSNTf2 as a non-metal Lewis acid, various esters can undergo cross-Claisen condensation to form β-keto esters which are important building blocks. Compared with the traditional Claisen condensation, this process, employing silyl ketene acetals (SKAs) as carbonic nucleophiles to achieve cross-Claisen condensation, requires mild conditions and has good tolerance of functional groups.

Organic & Biomolecular Chemistry published new progress about 1,3-Dicarbonyl compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Safety of Ethyl 2-(3-bromophenyl)acetate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chacon-Huete, Franklin; Lasso, Juan David; Szavay, Paul; Covone, Jason; Forgione, Pat published the artcile< Synthesis of 2,5-diaryl nonsymmetric furans C6-platform chemicals via catalytic conversion of biomass and the formal synthesis of dantrolene>, HPLC of Formula: 401-78-5, the main research area is diarylfuran preparation biomass furancarboxylic acid decarboxylation arylation aryl bromide.

Biomass-derived commodity chem. 5-hydroxymethyl furfural is an underutilized C6-platform chem. derived from cellulose that is ideal to prepare next-generation value-added products. We have developed an efficient synthetic strategy to access 2,5-diaryl nonsym. furans from 5-hydroxymethyl furfural utilizing decarboxylative cross-couplings. A key finding was that the presence of the hydroxymethyl handle enhances the yields of the palladium-catalyzed decarboxylative cross-coupling reaction. The method provides access to a broad-range nonsym. 2,5-diaryl furans where each arene can be systematically introduced as required. Addnl., this green synthetic strategy was employed for a formal synthesis of the muscle relaxant Dantrolene in excellent yields.

Journal of Organic Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Chen, Xu-Lin; Tao, Xiao-Dong; Wei, Zhuangzhuang; Meng, Lingyi; Lin, Fu-Lin; Zhang, Dong-Hai; Jing, Yan-Yun; Lu, Can-Zhong published the artcile< Thermally Activated Delayed Fluorescence Amorphous Molecular Materials for High-Performance Organic Light-Emitting Diodes>, HPLC of Formula: 576-83-0, the main research area is thermally activated delayed fluorescence amorphous mol material high performance; OLEDs; amorphous molecular materials; bimesitylene; film quality; stability; thermally activated delayed fluorescence.

Small-mol. thermally activated delayed fluorescence (TADF) materials have been extensively developed to actualize efficient organic LEDs (OLEDs). However, organic small mols. generally compromise thin film quality and stability due to the tendency of crystallization, aggregation, and phase separation, which hence degrade the efficiency and long-term stability of the OLEDs. Here, for the first time, we exploit the unique mol. configuration of the bimesitylene scaffold to design two highly efficient TADF amorphous mol. materials with excellent thermal and morphol. stabilities. The twisted and rigid bimesitylene scaffold thwarts regular mol. packing and crystallization, thereby guaranteeing homogeneous and stable amorphous thin films. Meanwhile, the highly twisted geometry of the bimesitylene scaffold efficiently breaks the mol. conjugation and thus conserves the high energies of the lowest locally excited triplet states (3LE) above the lowest charge transfer states (1CT and 3CT), leading to small singlet-triplet energy splitting and fast reverse intersystem crossing. These TADF emitters exhibit high photoluminescence quantum yields of 0.90 and 0.69 and short TADF lifetimes of 4.94 and 1.44μs in doped films, based on which the greenish-blue and greenish-yellow OLEDs achieve external quantum efficiencies of 23.2 and 16.2%, resp., with small efficiency roll-off rates and perfect color stability.

ACS Applied Materials & Interfaces published new progress about Crystallinity. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, HPLC of Formula: 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yeung, Jason; Becker, Matthias; Stephan, Douglas W. published the artcile< Towards macrocyclic frustrated Lewis pairs>, Safety of 2,4,6-Trimethylbromobenzene, the main research area is crystal structure mol boron macrocycle frustrated Lewis pair preparation; macrocyclic frustrated Lewis pair boron nitrogen bond macrocycle preparation.

Macrocycles with and without B-N bonds were prepared from reaction of C6F5BH2·SMe2 or MesBH2 with the 2,6-pyridinedimethanol derivatives Both classes of macrocycle reacted with B(C6F5)3 but were unreactive to small mols. These observations provide insights for the subsequent design of macrocyclic FLPs for multi-electron reactions.

Dalton Transactions published new progress about B-N bond. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Safety of 2,4,6-Trimethylbromobenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fatima, Aysha; Khanum, Ghazala; Sharma, Arun; Garima, Km; Savita, Sandhya; Verma, Indresh; Siddiqui, Nazia; Javed, Saleem published the artcile< Computational, spectroscopic, Hirshfeld surface, electronic state and molecular docking studies on phthalic anhydride>, Name: 4-Bromoisobenzofuran-1,3-dione, the main research area is phthalic anhydride Hirshfeld surface docking.

Phthalic anhydride (PA) was studied spectroscopically by NMR (1H NMR and 13C NMR), FT-IR, UV-Visible and quantum chem. by DFT approach.3D and 2D surface anal. was carried by Hirshfeld surface. B3LYP method and 6-311++G(d,p) basis set were employed for optimization of mol. structure and for calculation of wave numbers of normal modes of vibrations. Detailed description of intermol. interactions of crystal surface was done by 3D Hirshfeld surface anal. and 2D finger print plots. Hirshfeld surface also helps to explore intermol. interactions in PA crystal. Hole and Electron d. distribution maps were drawn in 2 different excited states of higher oscillatory strength with DMSO, MeOH as solvents. Structure was optimized and optimized bond lengths and angles were compared with the exptl. bond lengths and Bond angle Parameters, were found in good agreement with each other. Complete potential energy distribution assignments were done successfully by VEDA and 1H NMR and 13C NMR shifts were estimated by GIAO method and results were compared with exptl. spectra. TDDFT method and PCM solvent model was utilized for electronic property anal. such as UV-Vis (in gas phase, ethanol and DMSO) and compared with the exptl. UV-Vis spectra. The HOMO/LUMO energy results emphasize adequate charge transfer is happened within the mol. Study of donor-acceptor interconnections were done via NBO anal. MEP surface anal. was done to demonstrate charge distribution in mol. The degree of relative localization of electrons was analyzed via FLF Diagram. The Fukui function anal. give information regarding possible sites for attacks by different substituents. Mol. electrostatic potential (MEP) surface was drawn for anal. of reactive sites via 3-D color representation. The biol. study such as mol. docking was done with 6 different receptors to find the best ligand protein interactions and drug likeness was also carried out and found drug like character.

Journal of Molecular Structure published new progress about Atomic charge. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Name: 4-Bromoisobenzofuran-1,3-dione.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary