Category: 3893-18-3

Han, Liuqing; Li, Ke; Xu, Haitong; Mei, Tao; Sun, Yali; Qu, Jingping; Song, Yuming published the artcile< N-TFA-Gly-Bt-Based Stereoselective Synthesis of Substituted 3-Amino Tetrahydro-2H-pyran-2-ones via an Organocatalyzed Cascade Process>, COA of Formula: C9H7BrO, the main research area is organocatalyst cascade unsaturated aldehyde trifluoroacetamidoacetylbenzotriazole; stereoselective synthesis aminotetrahydropyranone.

Chiral-substituted 3-amino tetrahydro-2H-pyran-2-ones were prepared in excellent enantioselectivities (up to 99% ee) via an organo-catalyzed cascade procedure with N-TFA-Gly-Bt and α,β-unsaturated aldehydes as the substrates. The corresponding tetrahydro-2H-pyran-2-ones can be used for further synthetic transformations that furnish chiral-substituted 3-aminopiperidin-2-ones with high levels of stereoselectivity.

Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shang, Le-Le; Feng, Yun; Gao, Xing-Lian; Chen, Zi-Ren; Xia, Yu; Jin, Wei-Wei; Liu, Chen-Jiang published the artcile< DMAP-Catalyzed C-N Bond formation for Diverse synthesis of Imidazo[1,2-a]pyrimidine and Pyrimido[1,2-a]benzimidazole Derivatives.>, Synthetic Route of 3893-18-3, the main research area is haloalkenyl carbonyl compound aminobenzimidazole DMAP catalyst cyclocondensation reaction; imidazopyrimidine preparation green chem; aminoimidazole haloalkenyl carbonyl compound DMAP catalyst cyclocondensation reaction; pyrimidobenzimidazole preparation green chem.

A DMAP (2-dimethylaminopyridine)-catalyzed condensation reactions for the successful direct construction of pyrimido[1,2-a]benzimidazole or imidazo[1,2-a]pyrimidine was developed. The method utilized readily available α-bromocinnamaldehydes with 2-aminobenzimidazole or 2-aminoimidazole as starting materials in the presence of 2-DMAP/TBHP. In the process, two C-N bonds were successfully constructed to synthesize target compounds

Chinese Journal of Chemistry published new progress about Benzimidazoles Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Synthetic Route of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Na; Zhang, Wei; Zhou, Long-Hua; Deng, Qing-Feng; Xie, Zong-Bo; Yu, Xiao-Qi published the artcile< One-Pot Lipase-Catalyzed Aldol Reaction Combination of In Situ Formed Acetaldehyde>, Category: bromides-buliding-blocks, the main research area is lipase aldol condensation addition acetaldehyde aldehyde.

A facile tandem route to α,β-unsaturated aldehydes was developed by combining the two catalytic activities of the same enzyme in a one-pot strategy for the aldol reaction and in situ generation of acetaldehyde. Lipase from Mucor miehei was found to have conventional and promiscuous catalytic activities for the hydrolysis of vinyl acetate and aldol condensation with in situ formed acetaldehyde. The first reaction continuously provided material for the second reaction, which effectively reduced the volatilization loss, oxidation, and polymerization of acetaldehyde, as well as avoided a neg. effect on the enzyme of excessive amounts of acetaldehyde. After optimizing the process, several substrates participated in the reaction and provided the target products in moderate to high yields using this single lipase-catalyzed one-pot biotransformation.

Applied Biochemistry and Biotechnology published new progress about Aldol addition. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Jianfeng; Wang, Xia; Liu, Shengping; Zhang, Sichen; Yang, Binmiao; Zhao, Yu; Lu, Shenci published the artcile< Enantioselective Cascade Annulation of α-Amino-ynones and Enals Enabled by Gold and Oxidative NHC Relay Catalysis>, Computed Properties of 3893-18-3, the main research area is pyrrole fused lactone preparation enantioselective; amino ynone enal oxidative tandem cyclization gold catalyst; Cascade Annulation; Cycloaddition; Enantioselectivity; Gold Catalysis; Relay Catalysis.

Unprecedented gold and oxidative NHC relay catalysis enables highly enantioselective cascade annulation between readily available α-amino-ynones R1CCC(O)CH2NHR2 (R1 = H, Ph, 4-fluorophenyl, 3,5-dimethoxyphenyl, etc.; R2 = Boc, Ts, Cbz) with enals R3CH=CHC(O)H (R3 = prop-1-en-1-yl, Ph, 2-thienyl, 2-naphthyl, etc.). This method utilizes the in situ-generated pyrrolin-4-ones as a novel and versatile synthon, which engage with α,β;-unsaturated acylazolium intermediates generated from enals by oxidative NHC catalysis to produce pyrrole-fused lactones I in high yield and excellent enantioselectivity. Synthetic utility of the lactone products is also demonstrated by facile conversion to densely functionalized pyrroles/pyrrolin-4-ones e.g., II in high yields with excellent stereopurity.

Angewandte Chemie, International Edition published new progress about Alkynyl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Computed Properties of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ibrahem, Ismail; Breistein, Palle; Cordova, Armando published the artcile< One-Pot Three-Component Highly Selective Synthesis of Homoallylboronates by Using Metal-Free Catalysis>, Application In Synthesis of 3893-18-3, the main research area is homoallylboronate preparation catalyst imidazolium amine tandem reaction stereoselective; pinacolboron tandem unsaturated aldehyde phosphoranylidene catalyst imidazolium amine stereoselective.

The authors have developed the 1st metal-free 1-pot three-component catalytic selective reaction between a diboron reagent, α,β-unsaturated aldehydes, and 2-(triphenylphosphoranylidene)acetate esters. The multicomponent reactions proceed with high chemo- and regioselectivity through a catalytic β-boration/Wittig sequence, which gives the corresponding homoallylboronates in 59% to 63% yield by using simple bench-stable N-heterocyclic carbenes and amines as catalysts. In addition, a novel merging of the catalytic cycles of NHC nucleophilic activation of diboron reagents and amine-catalyzed iminium activation of enals was disclosed. Further development of this type of 1-pot multicomponent catalytic reactions, enantioselective variants, and its application in total synthesis is ongoing in the authors’ laboratories

Chemistry – A European Journal published new progress about 1,2-Addition reaction. 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

Slack, Rachel D.; Abramyan, Ara M.; Tang, Helen; Meena, Sitaram; Davis, Bruce A.; Bonifazi, Alessandro; Giancola, JoLynn B.; Deschamps, Jeffrey R.; Naing, Sett; Yano, Hideaki; Singh, Satinder K.; Newman, Amy Hauck; Shi, Lei published the artcile< A Novel Bromine-Containing Paroxetine Analogue Provides Mechanistic Clues for Binding Ambiguity at the Central Primary Binding Site of the Serotonin Transporter>, HPLC of Formula: 3893-18-3, the main research area is serotonin transporter paroxetine serotonin reuptake inhibitors SAR asym chem; Paroxetine; asymmetric chemistry; organocatalysis; selective serotonin reuptake inhibitors; serotonin transporter; structure−activity relationship.

The serotonin transporter (SERT) is the primary target for the selective serotonin reuptake inhibitors (SSRIs). However, the structural basis for the extraordinarily high binding affinity of the widely prescribed SSRI, paroxetine, to human SERT (hSERT) has not yet been fully elucidated. Our previous findings unveiled a plausible ambiguity in paroxetine’s binding orientations that may constitute an integral component of this SSRI’s high affinity for hSERT. Herein, we investigate factors contributing to paroxetine’s high affinity by modifying both the ligand and the protein. We generated a series of bromine (Br)-containing derivatives and found that the one in which the 4-F of paroxetine had been replaced with the chem. similar but more electron-rich Br atom (13) had the highest affinity. By comparatively characterizing the binding of paroxetine and 13 to both wild type (WT) and a construct harboring a paroxetine-sensitive mutation in the binding cavity, we identified a mechanistic determinant responsible for the pose ambiguity of paroxetine, which can guide future drug design.

ACS Chemical Neuroscience published new progress about Binding energy (binding affinity). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, HPLC of Formula: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Umekubo, Nariyoshi; Iwata, Ryohei; Hayashi, Yujiro published the artcile< One-pot Synthesis of Chiral cis-Hydrindanes via Diphenylprolinol Silyl Ether Mediated Domino Reaction and Aldol Condensation>, Category: bromides-buliding-blocks, the main research area is hydrindane preparation enantioselective; cyclopentanone enantioselective preparation aldol condensation acid catalyst; unsaturated aldehyde hexene dione domino Michael ether mediated.

Substituted chiral hydrindanes I [R = CO2Et, Ph, 2-BrC6H4, eyc.] were synthesized as single isomers in almost enantiopure forms through a one-pot process that proceeded via the diphenylprolinol silyl ether mediated-domino Michael/Michael reaction of α,β-unsaturated aldehydes and 3-hexene-2,5-dione, and a subsequent intramol. aldol condensation of the generated cyclopentanone intermediate.

Chemistry Letters published new progress about Aldol condensation catalysts, 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

Alba, Andrea-Nekane; Companyo, Xavier; Moyano, Albert; Rios, Ramon published the artcile< Formal Highly Enantioselective Organocatalytic Addition of Fluoromethyl Anion to α,β-Unsaturated Aldehydes>, Safety of 3-(4-Bromophenyl)acrylaldehyde, the main research area is unsaturated aldehyde fluorobisphenylsulfonyl methane chiral diphenylprolinol TMS ether; enantioselective nucleophilic addition fluorobisphenylsulfonylmethyl aldehyde stereoselective preparation reduction oxidation; reductive amination alc carboxylic acid amine stereoselective preparation; esterification reductive desulfonylation ester fluoroalc stereoselective preparation; oxidation fluoroaldehyde stereoselective preparation DEAD amination reduction aminoalc; nucleophilic addition enantioselective catalyst chiral diphenylprolinol TMS ether.

The first organocatalytic enantioselective fluoro(bisphenylsulfonyl)methylation od α,β-unsaturated aldehydes in high yields and enantioselectivities was described. The resulting compounds were converted into a wide range of derivatives to show the applicability of this new methodol. Moreover, valuable 4-fluoro-2-amino-1-alkanol that can be easily transformed to fluoroaminoacids or fluoroaminoalcs. by know procedures was synthesized.

Chemistry – A European Journal published new progress about Aldehydes, halo 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, Safety of 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mao, Weizhong; Liu, Junhua; Yin, Bingqian; Miao, Shiwen; Li, Yafei; Kong, Deyu; Wang, Fang published the artcile< Co-Cr composite oxides efficiently catalyzed transfer hydrogenation of α, β-unsaturated aldehydes via N-doped carbon and interfacial electron migration>, Name: 3-(4-Bromophenyl)acrylaldehyde, the main research area is chromium copper oxide carbon catalyst cinnamaldehyde catalytic hydrogen transfer.

We present a simple catalyst preparation route, that is spinel-structured CoCrOx (1:2) loaded on N-doped carbon (CoCrOx (1:2)-CN). The as-synthesized CoCrOx (1:2)-CN catalyst promoted catalytic hydrogen transfer (CTH) of cinnamaldehyde (CMA), affording cinnamyl alc. (CMO) yield as high as 95.3% under mild reaction conditions. There are several reasons for the high yield of CMA: (a) Through interfacial electron migration and N-doped carbon, the acidity and basicity of mesoporous CoCrOx (1:2)-CN catalyst were enhanced, thereby achieving optimal acid-base synergy. (b) Kinetic studies indicated that spinel-structure and N-doped carbon could increase the reaction rate and achieve a low activation energy (69.2 kJ/mol). (c) DFT calculations revealed that both pyridyl-N and pyrrolyl-N doping lowered the energy barrier for adsorption and desorption of reactants resulting in improved catalytic activity. In addition, the CoCrOx (1:2)-CN catalyst showed good reusability.

Molecular Catalysis published new progress about Activation energy. 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

Singh, Avineesh; Patel, Vijay K.; Rajak, Harish published the artcile< Appraisal of pyrrole as connecting unit in hydroxamic acid based histone deacetylase inhibitors: Synthesis, anticancer evaluation and molecular docking studies>, Reference of 3893-18-3, the main research area is pyrrole hydroxamic acid preparation SAR antitumor mol docking human; histone deacetylase inhibitor.

SAHA and its synthetic analogs has demonstrated potent antitumor activity against numerous human cancer lines and different classes of HDACs. The objective of present studies was to incorporate pyrrole as connecting unit in hydroxamic acid based HDAC inhibitors for their anticancer evaluation and mol. docking studies. A series of novel 4-substituted Me 6-(3-acetyl-2-methyl-1H-pyrrol-1-yl)hexanoate I (R = Ph, 4-ClC6H4, 4-BrC6H4, etc.) and 4-substituted 6-(3-acetyl-2-methyl-1H-pyrrol-1-yl)-N-hydroxyhexanamide II were synthesized and were evaluated for their anticancer activity using in-vitro method against leukemia (K-562), lung (A-549), breast (MCF-7), and cervical (HeLa) human cancer cell lines using Sulforhodamine B (SRB) assay method, HDAC1 and HDAC6 inhibitory assay and binding mode anal. using mol. docking studies. Interestingly, p-nitro-substituted mol. produced a most active derivative in the series. The in-vitro anticancer study of synthesized compounds indicated that the unsubstituted Ph derivative, II (R = Ph) have moderate antitumor activity against K-562 human leukemia cell line. Substitution at 4-Ph ring with weak and moderate electron withdrawing groups, such as fluoro, chloro, and bromo potentiated the cytotoxic activity. Compounds II were docked against different HDAC proteins to determine the exact binding mode and orientation. These studies can be further employed for the design and development of novel SAHA analogs with promising anticancer activity.

Journal of Molecular Structure published new progress about Antitumor agents. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary