Tag: M.W=150-200

Xie, Yujuan; Huang, Liliang; Feng, Huihui; Qi, Yayu; Van der Eycken, Erik V.; Feng, Huangdi published the artcile< Regio- and Chemoselective Copper-Catalyzed Formal [2+2+2] Cycloaddition of Primary Amines with Arylacetylenes to 2,4,5-Trisubstituted Pyridines>, Application In Synthesis of 3959-07-7, the main research area is pyridine preparation chemoselective regioselective; primary amine alkyne cycloaddition copper catalyst.

Synthesis of 2,4,5-trisubstituted pyridines I (R1 = Ph, 3,4-dimethoxyphenyl, furan-2-yl, etc.; R2 = Ph, 2-bromophenyl, 3-methylphenyl, etc.) via CuI/NBS-catalyzed formal intermol. [2+2+2] cycloaddition of easily available primary amines R1CH2NH2 and nonactivated terminal alkynes R2CCH is described. Moreover, this given reaction features a new mode of cycloaddition with high regio- and chemoselectivity, good atom- and step-economy, broad substrate scope, and wide functional group compatibility. Further mechanism studies indicate that this transformation starts with oxidative alkynation of the amine to form propargylamine intermediate, followed by radical addition to the alkyne and intramol. cycloaddition, delivering the pharmacol. interesting 2,4,5-trisubstituted pyridinesI.

Organic Letters published new progress about [2+2+2] Cycloaddition reaction (regio- and chemoselective). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Haiping; Duan, Dehao; Li, Hong; Wei, Yifei; Nie, Liang; Tang, Bo; Wang, Hanyu; Han, Xiaowei; Huang, Panpan; Peng, Xiangjun published the artcile< Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines>, Name: 4-Bromobenzylamine, the main research area is benzothiazole green regioselective preparation; amine naphthalene elemental sulfur graphene oxide catalyst oxidative coupling.

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford optically property benzothiazoles I [R = Ph, 4-MeC6H4, 2-F3C6H4, etc.], II [R1 = H, 3-CF3, 4-Me, etc.] and III [R1 = H, 2-CF3, 4-Cl, etc.; R2 = H, 6-Cl, 6-OMe, etc.]. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole II [R1 = H] showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in THF.

Tetrahedron published new progress about Benzothiazoles Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Name: 4-Bromobenzylamine.

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>, Application In Synthesis of 2725-82-8, 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). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Application In Synthesis of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shelp, Russell A.; Ciro, Anthony; Pu, Youge; Merchant, Rohan R.; Hughes, Jonathan M. E.; Walsh, Patrick J. published the artcile< Strain-release 2-azaallyl anion addition/borylation of [1.1.1]propellane: synthesis and functionalization of benzylamine bicyclo[1.1.1]pentyl boronates>, Safety of 4-Bromobenzylamine, the main research area is bicyclopentane diarylmethanamine preparation; benzylamine bicyclopentyl boronate preparation arylbromide Suzuki coupling palladium catalyst; benzyl ketimine propellane pinacol boronate borylation three component.

A three-component reaction between N-benzyl ketimines (C6H5)2C=NCH2Ar (Ar = 4-chlorophenyl, pyridin-3-yl, 1-benzothiophen-2-yl, etc.), [1.1.1]propellane, and pinacol boronates such as bis(pinacolato)diboron and i-PrOBpin to generate benzylamine bicyclo[1.1.1]pentane (BCP) pinacol boronates I was reported. These structures are analogs to highly sought diarylmethanamine cores, which are common motifs in bioactive mols. The versatility of the boronate esters I (Ar = Ph, 3,5-difluorophenyl, 4-trifluoromethoxyphenyl) handle via downstream functionalization through a variety of reactions, including a challenging Pd-catalyzed (hetero)arylation that exhibits a broad substrate scope was demonstrated. These methods enable the synthesis of high-value BCP benzylamines II (R1 = naphthalen-2-yl, 4-(dimethylsulfamoyl)phenyl, pyridin-4-yl, etc.) and were inaccessible by existing methods. Furthermore, the successful application of these newly developed (hetero)arylation conditions to a variety of challenging tertiary pinacol boronates, including nitrogen-containing heterocycles, 1,1-disubstituted cyclopropanes, and other BCP cores e.g., 4,4,5,5-tetramethyl-2-(1-phenylcyclopropyl)-1,3,2-dioxaborolane were demonstrated.

Chemical Science published new progress about Addition reaction. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chu, Minzhe; Zhai, Yingying; Shang, Ningzhao; Zhang, Xiaoyu; Wang, Chun; Zhang, Yunrui; Wang, Haijun; Gao, Yongjun published the artcile< Functions of hydroxyapatite in fabricating N-doped carbon for excellent catalysts and supercapacitors>, HPLC of Formula: 3959-07-7, the main research area is hydroxyapatite nitrogen doped carbon fabrication catalyst supercapacitor.

Functions of hydroxyapatite (HAP) in fabricating nitrogen-containing carbon materials with 1,10-phenanthroline as a precursor were demonstrated. HAP can efficiently prevent 1,10-phenanthroline from subliming and promote it to graphitized carbon during the annealing process. More importantly, HAP favored the generation of active oxygen-containing groups on the final nitrogen-doped carbon NC(HAP), which exhibited excellent catalytic performance for the oxidative coupling of amines to imines (yield 84-95%) and remarkable electrochem. performance for supercapacitors. In electrochem. experiments, NC(HAP) exhibited an outstanding specific capacitance of 366 F/g at 0.5 A/g and an excellent capacitance retention of 98.5% after 5000 charge-discharge cycles at 10 A/g.

Catalysis Science & Technology 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, HPLC of Formula: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kim, Jungwon; Kim, Siin; Choi, Geunho; Lee, Geun Seok; Kim, Donghyeok; Choi, Jungkweon; Ihee, Hyotcherl; Hong, Soon Hyeok published the artcile< Synthesis of N-aryl amines enabled by photocatalytic dehydrogenation>, Related Products of 3959-07-7, the main research area is allylic amine visible light mediated regioselective photocatalytic dehydrogenation; aryl amine preparation.

The visible-light-induced photocatalytic synthesis of N-aryl amines was achieved by the CD of allylic amines. The unusual strategy using C6F5I as an hydrogen-atom acceptor enabled the mild and controlled CD of amines beared various functional groups and activated C-H bonds, suppressed side-reaction of the reactive N-aryl amine products. Thorough mechanistic studies suggested the involvement of single-electron and hydrogen-atom transfers in a well-defined order provided a synergistic effect in the control of the reactivity. Notably, the back-electron transfer process prevented the desired product from further reacting under oxidative conditions.

Chemical Science published new progress about Allyl amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Related Products of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bai, Peng; Tong, Xinli; Gao, Yiqi; Guo, Pengfei published the artcile< Oxygen-free water-promoted selective photocatalytic oxidative coupling of amines>, SDS of cas: 3959-07-7, the main research area is imine synthesis water promoted photocatalytic oxidative coupling amine; oxygen free water promoted photocatalytic oxidative coupling amine.

A novel photocatalytic selective oxidative transformation of amines to imines using water as a primary oxidant is achieved under oxygen-free conditions. In the presence a single 1%Pt@TiO2-500 catalyst, the photocatalytic oxidative coupling of benzylamine to N-benzylidenebenzylamine has been efficiently performed using water as an oxidant, in which a 99.8% conversion and a 92.5% selectivity were obtained at room temperature; meanwhile, a certain amount of hydrogen was detected that confirms the simultaneous occurrence of water splitting reaction. Further investigations revealed that the introduction of the Pt element facilitates the formation of O-holes on the surface of TiO2, which efficiently promotes the generation of active oxygen species from water and the following oxidative coupling of benzylamine. Then, the photocatalytic oxidative coupling of various aromatic and aliphatic amines with water as the primary oxidant were also studied, and excellent conversion and high selectivities to corresponding products were attained. Based on the control experiment and the catalytic principle, a possible reaction mechanism is proposed for the oxidative coupling of benzylamine with water as the primary oxidant.

Catalysis Science & Technology published new progress about Aliphatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, SDS of cas: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Jufeng; Ambrus, Joey I.; Russell, Cecilia C.; Baker, Jennifer R.; Cossar, Peter J.; Pirinen, Melanie J.; Sakoff, Jennette A.; Scarlett, Christopher J.; McCluskey, Adam published the artcile< Targeting the S100A2-p53 Interaction with a Series of 3,5-Bis(trifluoromethyl)benzenesulfonamides: Synthesis and Cytotoxicity>, Safety of 4-Bromobenzylamine, the main research area is benzenesulfonamide aminoalkyl trifluoromethyl preparation antitumor pancreatic cancer; S100A2; focuse libraries; p53; pancreatic cancer; protein-protein interaction.

In silico approaches identified N-(6-((4-bromobenzyl)amino)hexyl)-3,5-bis(trifluoromethyl)benzenesulfonamide I [X = (CH2)4; R1 = 4-BrC6H4; R2 = H] as a potential inhibitor of the S100A2-p53 protein-protein interaction, a validated pancreatic cancer drug target. Subsequent cytotoxicity screening revealed it to be a 2.97μM cell growth inhibitor of the MiaPaCa-2 pancreatic cell line. This is in keeping with the hypothesis that inhibiting this interaction would have an anti-pancreatic cancer effect with S100A2, the validated PC drug target. A combination of focused library synthesis [24 compounds I (X = nothing, CH2, CH2CH2; R1 = 4-BrC6H4, 3,4-Cl2C6H3, 1-naphthyl, etc.; R2 = H, Me)] and cytotoxicity screening identified a Pr alkyl diamine spacer as optimal; the nature of the terminal Ph substituent had limited impact on observed cytotoxicity, whereas N-methylation was detrimental to activity. In total 15 human cancer cell lines were examined, with most analogs showing broad-spectrum activity. Near uniform activity was observed against a panel of six pancreatic cancer cell lines: MiaPaCa-2, BxPC-3, AsPC-1, Capan-2, HPAC and PANC-1. In all cases there was good to excellent correlation between the predicted docking pose in the S100A2-p53 binding groove and the observed cytotoxicity, especially in the pancreatic cancer cell line with high endogenous S100A2 expression. This supports S100A2 as a pancreatic cancer drug target.

ChemMedChem published new progress about Amino amides Role: ADV (Adverse Effect, Including Toxicity), PAC (Pharmacological Activity), PRP (Properties), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ye, Zhi-Peng; Hu, Yuan-Zhuo; Guan, Jian-Ping; Chen, Kai; Liu, Fang; Gao, Jie; Xiao, Jun-An; Xiang, Hao-Yue; Chen, Xiao-Qing; Yang, Hua published the artcile< Photocatalytic Cyclization/Defluorination Domino Sequence to Access 3-Fluoro-1,5-dihydro-2H-pyrrol-2-one Scaffold>, Application In Synthesis of 3959-07-7, the main research area is fluoro dihydropyrrolone preparation photochem; allylbromodifluoroacetamide cyclic secondary amine tandem cyclization defluorination.

Herein an unprecedented photoinduced cyclization/defluorination domino process of N-allylbromodifluoroacetamide with cyclic secondary amines is reported. Consequently, a wide array of valuable 3-fluoro-1,5-dihydro-2H-pyrrol-2-ones I (R = Ph, 4-i-PrC6H4, Bn, etc.; X = O, N(Boc), N(COMe), etc.; R1 = H, Me) were facilely prepared from readily available starting materials under mild conditions. Preliminary mechanistic investigations suggest that a radical chain propagation and amine-promoted defluorination pathway are presumably involved in this transformation.

Organic Letters published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (N-allylbromodifluoro). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kumar, Inder; Kumar, Rakesh; Gupta, Shiv Shankar; Sharma, Upendra published the artcile< C70 Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes>, Recommanded Product: 4-Bromobenzylamine, the main research area is C70 fullerene catalyzed photoinduced aerobic oxidation; benzylamine oxidation imine aldehyde preparation radical formation.

C70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy’s main feature includes the additive/oxidant-free conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, sym. secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and d. functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.

Journal of Organic Chemistry published new progress about Aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary