Month: October 2022

Zhou, Jimei; Jia, Minxian; Song, Menghui; Huang, Zhiliang; Steiner, Alexander; An, Qidong; Ma, Jianwei; Guo, Zhiyin; Zhang, Qianqian; Sun, Huaming; Robertson, Craig; Bacsa, John; Xiao, Jianliang; Li, Chaoqun published the artcile< Chemoselective Oxyfunctionalization of Functionalized Benzylic Compounds with a Manganese Catalyst>, Reference of 2725-82-8, the main research area is aryl ketone preparation chemoselective green chem; heterocyclic preparation chemoselective green chem; aromatic hydrocarbon oxidation manganese catalyst; Benzylic Oxidation; Cyclic Imines; Ketones; Manganese Catalysts; Selective Oxidation.

Reported in this study is a new non-heme Mn catalyst stabilized by a bipiperidine-based tetradentate ligand, which enables methylene oxidation of benzylic compounds RCH2(CH2)nCH2R1 (R = Ph, 4-chlorophenyl, 2-bromophenyl, etc.; R1 = COOH, Me, Et, etc.) by H2O2, showing high activity and excellent chemoselectivity under mild conditions. The protocol tolerates an unprecedentedly wide range of functional groups, including carboxylic acid and derivatives, ketone, cyano, azide, acetate, sulfonate, alkyne, amino acid, and amine units, thus providing a low-cost, more sustainable and robust pathway for the facile synthesis of ketones RC(O)(CH2)nCH2R1, increase of complexity of organic mols., and late-stage modification of drugs.

Angewandte Chemie, International Edition published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Reference of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stoicescu-Crivetz, L.; Mandasescu, L. published the artcile< The antituberculotic action of some hydrazide and hydrazone derivatives of the p-amino-o-halobenzoic acids>, Category: bromides-buliding-blocks, the main research area is .

The following derivatives of the p-amino-o-halobenzoic acids were prepared to test the hydrazides and hydrazones for their tuberculostatic activity. The Me ester (I) of 2,4-Cl(O2N)C6H3CO2H (II) (6 g.), obtained by slowly adding 8 mL. concentrated H2SO4 to a solution of 6 g. II in 160 mL. MeOH and heating 6-8 h., m. 78-80° (from dilute EtOH). The analogous Br (III), m. 84°, and the iodo, m. 88°, compounds were prepared in the same way. 2,4-Cl(H2N)C6H3CO2Me, obtained by reduction of I with SnCl2 and HCl, m. 104° (from H2O). The Br, m. 94°, and iodo, m. 120°, analogs were obtained similarly. The hydrazide (1.5 g.) of 2,4-Cl(H2N)C6H3CO2H, prepared by adding dropwise 3 g. N2H4.H2O to 3 g. I, m. 175° (from dilute EtOH). The Br analog was obtained by the same method from III. 4-Amino-2-chlorobenzoylhydrazones of the following aldehydes were prepared: o-HOC6H4CHO, m. 190°; BzH, m. 195°; m-HOC6H4CHO, m. 226°; p-Me2NC6H4CHO; p-AcNHC6H4CHO, m. 255°. 4-Amino-2-bromobenzoylhydrazones: o-HOC6H4CHO, m. 215°; m-HOC6H4CHO, m. 226°; p-Me2NC6H4CHO, m. 207°. The hydrazides and hydrazones had a very weak antituberculotic action.

Studii si Cercetari de Chimie published new progress about Catalysts. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Huan-Huan; Zhan, Guo-Peng; Liu, Zi-Kun; Wu, Chuan-De published the artcile< Photocatalytic Hydrogen Evolution Coupled with Production of Highly Value-Added Organic Chemicals by a Composite Photocatalyst CdIn2S4@MIL-53-SO3Ni1/2>, COA of Formula: C7H8BrN, the main research area is photocatalytic hydrogen evolution catalyst cadmium indium sulfide; hydrogen evolution; metal-organic frameworks; photocatalysis; suspended ion catalysts; water splitting.

Photocatalytic water splitting coupled with the production of highly value-added organic chems. is of significant importance, which represents a very promising pathway for transforming green solar energy into chem. energy. Herein, we report a composite photocatalyst CdIn2S4@MIL-53-SO3Ni1/2, which is highly efficient on prompting water splitting for the production of H2 in the reduction half-reaction and selective oxidation of organic mols. for the production of highly value-added organic chems. in the oxidation half-reaction under visible light irradiation The superior photocatalytic properties of the composite photocatalyst CdIn2S4@MIL-53-SO3Ni1/2 should be ascribed to coating suspended ion catalyst (SIC), consisting of redox-active NiII ions in the anionic pores of coordination network MIL-53-SO3-, on the surface of photoactive CdIn2S4, which endows photogenerated electron-hole pairs sep. more efficiently for high rate production of H2 and selective production of highly value-added organic products, demonstrating great potential for practical applications.

Chemistry – An Asian Journal published new progress about Band gap. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Zhan-Yong; Yang, Ting; Wang, Kai-Kai; Chen, Rongxiang; Liu, Menghan; Liu, Hongxin published the artcile< Oxidative N-heterocyclic carbene-catalyzed [3 + 3] annulation reaction of enals with benzofuran-3-ones: efficient access to benzofuran-fused δ-lactones>, COA of Formula: C9H7BrO, the main research area is benzofuranone enal azacyclic carbene catalyst heterocyclization; dihydropyranobenzofuranone preparation.

A facile route to benzofuran-fused δ-lactones was developed via an N-heterocyclic carbene-catalyzed [3 + 3] annulation reaction, giving the expected products in high yields (up to 99%) with excellent enantioselectivities (up to 98% ee). It should be noted that benzofuran-fused pyrones can be obtained stepwise in one pot with excellent yields (up to 96%) by using this methodol.

Organic Chemistry Frontiers published new progress about Benzofurans Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Qiang; Baumgarten, Martin; Wagner, Manfred; Hu, Yunbin; Hou, Ian Cheng-Yi; Narita, Akimitsu; Muellen, Klaus published the artcile< Dicyclopentaannelated Hexa-peri-hexabenzocoronenes with a Singlet Biradical Ground State>, Related Products of 576-83-0, the main research area is dicyclopentaannelated hexa peri hexabenzocoronene preparation singlet biradical ground state; hexabenzocoronene low bandgap optical electrochem ESR DFT; dicyclopentaannelation; hexa-peri-hexabenzocoronene; low energy gap; not-fully benzenoid PAH; open-shell biradical.

Synthesis of two dicyclopentaannelated hexa-peri-hexabenzocoronene (PHBC) regioisomers was carried out, using nonplanar oligoaryl precursors with fluorenyl groups: mPHBC I with two pentagons in the “”meta””-configuration was obtained as a stable mol., while its structural isomer with the “”para””-configuration, pPHBC II, could be generated and characterized only in situ due to its high chem. reactivity. Both PHBCs exhibit low energy gaps, as reflected by UV-vis-NIR absorption and electrochem. measurements. They also show open-shell singlet ground states according to ESR (EPR) measurements and d. functional theory (DFT) calculations The use of fully benzenoid HBC as a bridging moiety leads to significant singlet biradical characters (y0) of 0.72 and 0.96 for mPHBC I and pPHBC II, resp., due to the strong rearomatization tendency of the HBC π-system; these values are among the highest for planar carbon-centered biradical mols. The incorporation of fully unsaturated pentagons strongly perturbs the aromaticity of the parent HBC and makes the constituted benzene rings less aromatic or antiarom. These results illustrate the high impact of cyclopentaannelation on the electronic structures of fully benzenoid polycyclic aromatic hydrocarbons (PAHs) and open up a new avenue towards open-shell PAHs with prominent singlet biradical characters.

Angewandte Chemie, International Edition published new progress about Biradicals Role: FMU (Formation, Unclassified), RCT (Reactant), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 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

Jia, Min-Qiang; Li, Guo-Tai; You, Shu-Li published the artcile< DPEN-derived triazolium salts catalyzed annulation reactions of α,β-unsaturated aldehydes with 1,3-dicarbonyl compounds>, Application of C9H7BrO, the main research area is unsaturated aldehyde dicarbonyl enantioselective annulation triazolium catalyst mol sieves; hydropyrone asym synthesis.

Enantioselective N-heterocyclic carbene-catalyzed annulation reactions of α,β-unsaturated aldehydes with various dicarbonyl compounds were carried out. With 10 mol% of a (1R,2R)-1,2-diphenylethylamine- (DPEN)-derived triazolium salt, 15 mol% of DBU, 4 Å mol. sieves, and 100 mol% of quinone as the oxidant, various 3,4-dihydro-α-pyrones were obtained in good yields and enantioselectivity (≤92% yield, 88% ee).

International Journal of Chemistry (Mumbai, India) published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sander, Kerstin; Galante, Eva; Gendron, Thibault; Yiannaki, Elena; Patel, Niral; Kalber, Tammy L.; Badar, Adam; Robson, Mathew; Johnson, Sean P.; Bauer, Florian; Mairinger, Severin; Stanek, Johann; Wanek, Thomas; Kuntner, Claudia; Kottke, Tim; Weizel, Lilia; Dickens, David; Erlandsson, Kjell; Hutton, Brian F.; Lythgoe, Mark F.; Stark, Holger; Langer, Oliver; Koepp, Matthias; Arstad, Erik published the artcile< Development of Fluorine-18 Labeled Metabolically Activated Tracers for Imaging of Drug Efflux Transporters with Positron Emission Tomography>, SDS of cas: 128577-47-9, the main research area is fluorine 18 PET tracer imaging drug efflux transporter.

Increased activity of efflux transporters, e.g., P-glycoprotein (P-gp) and breast cancer resistance protein (BCRP), at the blood-brain barrier is a pathol. hallmark of many neurol. diseases, and the resulting multiple drug resistance represents a major clin. challenge. Noninvasive imaging of transporter activity can help to clarify the underlying mechanisms of drug resistance and facilitate diagnosis, patient stratification, and treatment monitoring. We have developed a metabolically activated radiotracer for functional imaging of P-gp/BCRP activity with positron emission tomog. (PET). In preclin. studies, the tracer showed excellent initial brain uptake and clean conversion to the desired metabolite, although at a sluggish rate. Blocking with P-gp/BCRP modulators led to increased levels of brain radioactivity; however, dynamic PET did not show differential clearance rates between treatment and control groups. Our results provide proof-of-concept for development of prodrug tracers for imaging of P-gp/BCRP function in vivo but also highlight some challenges associated with this strategy.

Journal of Medicinal Chemistry published new progress about ATP-binding cassette transporter ABCG2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, SDS of cas: 128577-47-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Peihe; Wang, Yingying; Wang, Xia; Wang, Yin; Liu, Ying; Huang, Keke; Hu, Jing; Duan, Limei; Hu, Changwen; Liu, Jinghai published the artcile< Selective Oxidation of Benzylic C-H Bonds Catalyzed by Cu(II)/{PMo12}>, Name: 1-Bromo-3-ethylbenzene, the main research area is selective oxidation benzylic carbon hydrogen bond copper polyoxometalate catalyst; ketone preparation selective oxidation benzylic carbon hydrogen mechanism.

Precise catalytic regulation of carbon radical generation by a highly active oxygen radical to abstract the H atom in a C-H bond is an effective method for the selective activation of C-H synthetic chem. Herein, we report a facile catalyst system with com. available copper(II)/{PMo12} to form a tert-butanol radical intermediate for the selective oxidation of benzylic C-H bonds. The reaction shows a broad range of substrates (benzyl methylene, benzyl alcs.) with good functional group tolerance and chem. selectivity. The corresponding carbonyl compounds were synthesized with good yields under mild conditions. DFT calculations and exptl. anal. further demonstrated a reasonable carbon radical mechanism for this type of organic transformation reaction.

Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Name: 1-Bromo-3-ethylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Xueyang; Zhou, Junting; Wang, Yang; Liu, Xin; Xu, Kaiying; Xu, Jian; Feng, Feng; Sun, Haopeng published the artcile< PROTACs suppression of GSK-3β, a crucial kinase in neurodegenerative diseases>, Category: bromides-buliding-blocks, the main research area is neurodegenerative diseases proteolysis targeting chimera GSK 3beta protein degradation; Glycogen synthase kinase 3β; Neurodegenerative diseases; Proteolysis targeting chimera.

Glycogen synthase kinase 3β (GSK-3β) is involved in a variety of diseases such as neurodegenerative diseases, bipolar disorder, and diabetes. In this study, a series of heterobifunctional small mol. proteolysis targeting chimera (PROTAC) were designed and synthesized based on E3 ubiquitin ligase cereblon (CRBN). Most of PROTACs displayed good inhibitory activity, with the IC50 values at the double-digits nanomolar levels and moderate protein degradation ability against GSK-3β. Western-blot data showed compound PG21(I) can effectively degrade GSK-3β in a dose-dependent manner, which can induce 44.2% protein degradation at 2.8μM. Further pharmacol. experiments revealed that the ability of PG21 to degrade GSK-3β is mediated by the ubiquitin-proteasome system (UPS). In addition, PG21 protects against glutamate-induced cell death in HT-22 cells. As the first PROTAC example to degrade GSK-3β protein, the present study has provided potential candidates for further investigation in the biol. function of GSK-3β protein and its association with diseases.

European Journal of Medicinal Chemistry published new progress about Cereblons Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 337536-14-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8Br2O2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Meng, He; Bai, Shiming; Qiao, Yu; He, Ting; Li, Weiyi; Ming, Jialin published the artcile< Rhodium-Catalyzed Three-Component Reaction of Alkynes, Arylzinc Chlorides, and Iodomethanes Producing Trisubstituted/Tetrasubstituted Alkenes with/without 1,4-Migration>, Safety of 3-Bromobenzotrifluoride, the main research area is alkene diastereoselective preparation; alkyne arylzinc chloride iodomethane rhodium catalyst three component.

A three-component reaction of alkynes, arylzinc chlorides and iodomethanes was found to proceed in the presence of a rhodium catalyst to give high yields of trisubstituted/tetrasubstituted alkenes I [R = 2-MeC6H4, 2-Me-4-MeOC6H3, 2-furyl, etc.; R1 = H, Me; R2 = Me, n-Pr, (CH2)4I, etc.; R3 = Me, n-Pr, (CH2)3OMe, etc.; R2R3 = (CH2)10]. The usual arylzinc chlorides only gave trisubstituted alkenes, generated through a migratory carbozincation-cross-coupling sequence, where 1,4-Rh migration from an alkenyl carbon to an aryl carbon occurred. In contrast, 5-membered heteroarylzinc chlorides only gave the tetrasubstituted alkenes via a carborhodation-cross-coupling pathway without 1,4-migration.

Organic Letters published new progress about Alkenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Safety of 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary