Tag: M.W=200-250

Chu, Yunpeng; Hu, Fang; Feng, Peng; Hui, Xin-Ping published the artcile< N-Heterocyclic carbene-catalyzed enantioselective dearomatizing annulation of benzoxazoles with enals>, Product Details of C9H7BrO, the main research area is dihydro benzooxazolopyridine carboxylate preparation enantioselective; benzoxazole enal dearomatization annulation heterocyclic carbene catalyst.

The first N-heterocyclic carbene-catalyzed enantioselective dearomatizing annulation of benzoxazoles I (R = Me, Et, i-Pr; R1 = H, Br; R2 = H, Me, F, Cl, Br; R3 = H, Me, Br, Cl, F; X = O, S) with α,β-unsaturated aldehydes R4CH=CHCH=O (R4 = ethoxycarbonyl, Ph, naphthalen-1-yl, furan-2-yl, etc.) has been achieved. The reaction was found to be compatible with a wide range of benzoxazoles I and the corresponding dearomatized fused heterocycles II were obtained in moderate to good yields and moderate to excellent enantioselectivities.

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Wen-Biao; Mu, Bo-Shuai; Yu, Jin-Sheng; Zhou, Jian published the artcile< Me2(CH2 = CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis>, Electric Literature of 3893-18-3, the main research area is cyclohexenyl ketone perpn crystal structure mol; cyclohexancarbonitrile derivative perpn crystal structure mol; ylide aldehyde tandem reaction bifunctional silyl reagent.

A bifunctional silyl reagent Me2(CH2=CH)SiCN was developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enabled the controllable synthesis of value-added cyclohexenyl ketones I [R = Ph, 4-MeC6H4, 3-FC6H4, etc.; R1 = Me, Et, Ph, etc.], II [R2 = H, 7-OMe, 6-Br; X = CH2, O] or 2-acyl cyclohexancarbonitrile derivatives III [R3 = Me, cyclopropyl, iPr, Ph; R4 = Ph, 4-MeC6H4, 4-FC6H4, etc.] through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization of P-ylides and enals that involved a temporary silicon-tethered intramol. DA reaction.

Chemical Science published new progress about Crystal structure. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Ting-Feng; Zhang, Yue-Jiao; Fu, Yue; Liu, Fang-Jie; Tang, Jian-Tao; Liu, Peng; Toste, F. Dean; Ye, Baihua published the artcile< Zirconium-redox-shuttled cross-electrophile coupling of aromatic and heteroaromatic halides>, Synthetic Route of 401-78-5, the main research area is biaryl preparation; aryl halide cross coupling zirconium redox catalyst.

Herein, a homogeneous XEC method, which relied on a zirconaaziridine complex as a shuttle for dual palladium-catalyzed processes was reported. The zirconaaziridine-mediated palladium (ZAPd)-catalyzed reaction showed excellent compatibility with various functional groups and diverse heteroaromatic scaffolds. In accord with d. functional theory (DFT) calculations, a redox transmetallation between the oxidative addition product and the zirconaaziridine was proposed as the crucial elementary step. Thus, cross-coupling selectivity using a single transition metal catalyst was controlled by the relative rate of oxidative addition of Pd(0) into the aromatic halide. Overall, the concept of a combined reducing and transmetallating agent offered opportunities for the development of transition metal reductive coupling catalysis.

Chem published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fioravanti, Rossella; Romanelli, Annalisa; Mautone, Nicola; Di Bello, Elisabetta; Rovere, Annarita; Corinti, Davide; Zwergel, Clemens; Valente, Sergio; Rotili, Dante; Botrugno, Oronza A.; Dessanti, Paola; Vultaggio, Stefania; Vianello, Paola; Cappa, Anna; Binda, Claudia; Mattevi, Andrea; Minucci, Saverio; Mercurio, Ciro; Varasi, Mario; Mai, Antonello published the artcile< Tranylcypromine-Based LSD1 Inhibitors: Structure-Activity Relationships, Antiproliferative Effects in Leukemia, and Gene Target Modulation>, Application In Synthesis of 20776-50-5, the main research area is tranyl cypromine derivative LSD1 inhibitor preparation cancer structure; antiproliferative activity; drug discovery; histone demethylases; lysine specific demethylase 1; structure-activity relationships.

Abstract: LSD1 is a lysine demethylase highly involved in initiation and development of cancer. To design highly effective covalent inhibitors, a strategy is to fill its large catalytic cleft by designing tranylcypromine (TCP) analogs decorated with long, hindered substituents. We prepared three series of TCP analogs, carrying aroyl- and arylacetylamino (1 a-h), Z-amino acylamino (2 a-o), or double-substituted benzamide (3 a-n) residues at the C4 or C3 position of the Ph ring. Further fragments obtained by chem. manipulation applied on the TCP scaffold (compounds 4 a-i) were also prepared When tested against LSD1, most of 1 and 3 exhibited IC50 values in the low nanomolar range, with 1 e and 3 a,d,f,g being also the most selective respect to monoamine oxidases. In MV4-11 AML and NB4 APL cells compounds 3 were the most potent, displaying up to sub-micromolar cell growth inhibition against both cell lines (3 a) or against NB4 cells (3 c). The most potent compounds in cellular assays were also able to induce the expression of LSD1 target genes, such as GFI-1b, ITGAM, and KCTD12, as functional read-out for LSD1 inhibition. Mouse and human intrinsic clearance data highlighted the high metabolic stability of compounds 3 a, 3 d and 3 g. Further studies will be performed on the new compounds 3 a and 3 c to assess their anticancer potential in different cancer contexts.

ChemMedChem published new progress about Antitumor agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Application In Synthesis of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Xiang; Zhu, Hai-Jie; Zhao, Shi-Bao; Chen, Shu-Sen; Luo, Yun-Fei; Li, You-Gui published the artcile< An Asymmetric Dehydrogenative Diels-Alder Reaction for the Synthesis of Chiral Tetrahydrocarbazole Derivatives>, Safety of 3-(4-Bromophenyl)acrylaldehyde, the main research area is asym dehydrogenative Diels Alder methylphenylmethylindole alpha beta unsaturated aldehyde; chiral tetrahydrocarbazole derivative preparation diastereoselectivity; indole ortho quinodimethane intermediate iminium activation enal; crystal mol structure diphenyl tetrahydrocarbazolyl methanol.

An asym. dehydrogenative Diels-Alder reaction of 2-methyl-3-phenylmethylindoles and α,β-unsaturated aldehydes has been established. The successful in situ generation of the indole ortho-quinodimethane intermediate and the iminium activation of enals are the keys to success, providing various tetrahydrocarbazole derivatives with up to >99% ee.

Organic Letters published new progress about Crystal structure. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Safety of 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Anh, Duong T.; Hai, Pham-The; Huy, Le D.; Ngoc, Hoang B.; Ngoc, Trinh T. M.; Dung, Do T. M.; Park, Eun J.; Song, In K.; Kang, Jong S.; Kwon, Joo-Hee; Tung, Truong T.; Han, Sang-Bae; Nam, Nguyen-Hai published the artcile< Novel 4-Oxoquinazoline-Based N-Hydroxypropenamides as Histone Deacetylase Inhibitors: Design, Synthesis, and Biological Evaluation>, Category: bromides-buliding-blocks, the main research area is oxoquinazoline hydroxypropenamide preparation histone deacetylase inhibitor antitumor mol docking.

Two series of novel 4-oxoquinazoline-based N-hydroxypropenamides I (R = Et, Bn, 4-FC6H5, etc.) and II were designed, synthesized, and evaluated for their inhibitory and cytotoxicity activities against histone deacetylase (HDAC). The compounds showed good to potent HDAC inhibitory activity and cytotoxicity against three human cancer cell lines (SW620, colon; PC-3, prostate; NCI-H23, lung cancer). In this series, compounds with the N-hydroxypropenamide functionality impeded at position 7 on the 4-oxoquinazoline skeleton II were generally more potent than compounds I with the N-hydroxypropenamide moiety at position 6. Also, the N3-benzyl-substituted derivatives exhibited stronger bioactivity than the N3-alkyl-substituted ones. Two compounds II (R = 4-ClC6H5, and R = 4-MeC6H5) were the most potent ones. Their HDAC inhibitory activity (IC50 values, 0.041-0.044μM) and cytotoxicity (IC50 values, 0.671-1.211μM) was approx. 2- to 3-fold more potent than suberoylanilide hydroxamic acid (SAHA). Some compounds showed up to 10-fold more potent HDAC6 inhibition compared to their inhibitory activity in total HDAC extract assay. Anal. of selected compounds II (R = 4-ClC6H5, and R = 4-MeC6H5) revealed that these compounds strongly induced both early and late apoptosis and arrested SW620 cells at the G2/M phase. Docking studies were carried out on the HDAC6 isoform for series II and revealed some important features contributing to the inhibitory activity of synthesized compounds

ACS Omega published new progress about Antitumor 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

Liedholm, Brita published the artcile< Copper(I) catalyzed replacement of bromine by chloride ion in halonitrobenzenes>, Safety of 2-Bromo-1-chloro-3-nitrobenzene, the main research area is halo nitro benzenes substitution; nitro halo benzenes substitution; substitution halo nitro benzenes; benzenes halo nitro substitution.

The Cu(I) catalysed exchange of Br for Cl in aqueous HCl-AcOH was kinetically studied under homogeneous conditions in 2-bromo-3-chloronitrobenzene, 2,3-dibromonitrobenzene, and other halonitrobenzenes at 80, 90, and 98°. The concentration of the catalyzing Cu(I) complex, CuCl2-, was estimated from the dependence of the first-order rate on Cl- concentration A strong accelerating effect of an o-nitro group was observed The possibility of a transition state in which the o-nitro group participates with CuCl2- and the Br to be replaced in the formation of a tetrahedral Cu(I) complex is discussed and the activation parameters are presented.

Acta Chemica Scandinavica (1947-1973) published new progress about Substitution reaction catalysts. 19128-48-4 belongs to class bromides-buliding-blocks, and the molecular formula is C6H3BrClNO2, Safety of 2-Bromo-1-chloro-3-nitrobenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Chao; Deiana, Luca; Afewerki, Samson; Incerti-Pradillos, Celia; Cordova, Oscar; Guo, Peng; Cordova, Armando; Hedin, Niklas published the artcile< The Use of Porous Palladium(II)-polyimine in Cooperatively-catalyzed Highly Enantioselective Cascade Transformations>, Application of C9H7BrO, the main research area is cyclopentenealdehyde preparation enantioselective diastereoselective; spirocyclic oxindole preparation enantioselective diastereoselective; enal propargylic nucleophile cascade cyclization spirocyclization; chiral amine porous palladium polyimine preparation catalysis.

Porous palladium(II)-polyimines as excellent catalysts for cooperatively catalyzed and enantioselective cascade reactions is disclosed for the first time. In synergy with a chiral amine co-catalyst, polysubstituted cyclopentenes I (R = 4-O2NC6H4, 2-furyl, n-Bu, etc.) and spirocyclic oxindoles II (R = 4-ClC6H4, 4-MeC6H4, n-Pr), including the all-carbon quaternary stereocenter, were synthesized in high yields. High diastereo- and enantioselectivities were achieved for these dynamic kinetic asym. transformations (DYKAT) of enals with propargylic nucleophiles.

Advanced Synthesis & Catalysis published new progress about Aldehydes Role: 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, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Zhipeng; Yu, Yang; Huang, Fei; Yi, Xiangyan; Xu, Yao; He, Yide; Baell, Jonathan B.; Huang, He published the artcile< Catalytic O-H bond insertion reactions using surface modified sewage sludge as a catalyst>, Product Details of C7H4BrF3O, the main research area is diazoester phenol sewage sludge catalyst insertion reaction green chem; phenoxy acetate preparation antitumor antiinflammatory activity cytotoxicity.

The more economical and greener surface modified sewage sludge-derived carbonaceous materials (SW) treated by perchloric acid as a new catalyst for carbene insertion of α-aryl α-diazoacetates into O-H bonds of phenols with good yields and high functional group tolerance was reported. The scope of natural phenols with compelling biol. activity, and successfully afforded the O-H insertion and meta C-H functionalization products was explored. Their structures was confirmed by single-crystal X-ray crystallog. Furthermore, the bioactivities (anti-tumor and anti-inflammatory) of the majority of O-H insertion products were better than those of the natural phenols themselves. The IC50 values indicated that the remarkable compounds I [ R1 = phenyl; R2 = ethyl] (IC50 = 16.80μM) and I [R1 = phenyl; R2 = prop-2-en-1-yl] (IC50 = 16.48μM) had better inhibition for tumor cell A-549 than pos. control DDP (IC50 = 20.62μM). It should be noted that these transformations was provided a new strategy to derive natural products and discover new drugs.

Green Chemistry published new progress about Acetates Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Product Details of C7H4BrF3O.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary