Tag: M.W=150-200

Barker, Joshua E.; Dressler, Justin J.; Cardenas Valdivia, Abel; Kishi, Ryohei; Strand, Eric T.; Zakharov, Lev N.; MacMillan, Samantha N.; Gomez-Garcia, Carlos J.; Nakano, Masayoshi; Casado, Juan; Haley, Michael M. published the artcile< Molecule Isomerism Modulates the Diradical Properties of Stable Singlet Diradicaloids>, Safety of 2,4,6-Trimethylbromobenzene, the main research area is stable open shell singlet diradicaloid isomer.

Inclusion of quinoidal cores in conjugated hydrocarbons is a common strategy to modulate the properties of diradicaloids formed by aromaticity recovery within the quinoidal unit. Here we describe an alternative approach of tuning of diradical properties in indenoindenodibenzothiophenes upon anti → syn isomerism of the benzothiophene motif. This alters the relationship of the S atom with the radical center from linear to cross conjugation yet retains the same 2,6-naphtho conjugation pattern of the rearomatized core. We conduct a full comparison between the anti and syn derivatives based on structural, spectroscopic, theor., and magnetic measurements, showing that these systems are stable open-shell singlet diradicaloids that only access their triplet state at elevated temperatures

Journal of the American Chemical Society published new progress about Benzothiophenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (indenoindenodibenzothiophenes). 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

Zhou, Jun; Ma, Xiaoming; Wang, Yuexin; Li, Xia; Lang, Xianjun published the artcile< Visible light-initiated aerobic oxidation of amines to imines over TiO2 microspheres with TEMPO+PF6->, COA of Formula: C7H8BrN, the main research area is amine preparation photochem; imine aerobic oxidation; titanium dioxide microsphere tetramethylpiperidine oxoammonium hexafluorophosphate cooperative photocatalysis.

Semiconductor photocatalysis holds great promise to drive vital chem. reactions utilizing sunlight. Amongst semiconductors, TiO2-related materials are one of the most viable to achieve enhanced photocatalytic performances because of their intrinsic merits. Here TiO2 microspheres assembled from nanocrystals with a distinct hierarchical architecture and a high sp. surface area were fabricated using a simple template-free solvothermal process. Assembling amines on TiO2 microspheres initiated by visible light can lead to a surface complex that captures visible light for further oxidation of amines. Moreover, the selective oxidation of amines could be boosted by fully exploring the surface polarity of TiO2 microspheres with more polar 2,2,6,6-tetramethylpiperidine-1-oxoammonium hexafluorophosphate (TEMPO+PF6-) instead of (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) as the redox mediator. As such, cooperative photocatalysis with TEMPO+PF6- was framed over TiO2 microspheres to initiate the efficient and selective aerobic oxidation of benzyl amines into imines. Significantly, the activity of TEMPO+PF6- surpassed that of TEMPO in aiding the visible light-initiated selective oxidation of amines over TiO2 microspheres, reaching more than about 3 times in some cases. This work suggests that the surface properties of a semiconductor could be maneuvered to enable coupling with a suitable redox mediator to ameliorate selective organic conversions in an unprecedented manner.

Sustainable Energy & Fuels published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zeng, Dishu; Yang, Tianbao; Tang, Niu; Deng, Wei; Xiang, Jiannan; Yin, Shuang-Feng; Kambe, Nobuaki; Qiu, Renhua published the artcile< UV-Light-Induced Dehydrogenative N-Acylation of Amines with 2-Nitrobenzaldehydes To Give 2-Aminobenzamides>, Quality Control of 3959-07-7, the main research area is aminobenzamide green preparation; amine ortho nitrobenzaldehyde visible light induced dehydrogenative acylation; quinazolinone preparation; beta keto carboxylic acid aminobenzamide cyclization.

Green and efficient method for the synthesis of aminobenzamides ArC(O)NHR [Ar = 2-H2NPh, 2-H2N-4-MeC6H4, 2-H2N-4-ClC6H4, etc.; R = Ph, Cy, n-Bu, etc.] via UV-light-induced dehydrogenative N-acylation of amines with o-nitrobenzaldehydes was reported. The reaction was also readily achieved on a gram scale. The utility of the 2-aminobenzamide building block in organic synthesis was shown by their use in the preparation of quinazolinone derivatives The method was applied to amino acid derivatives as the amine component, which smoothly gave N-(2-aminobenzoyl)acetate derivatives at room temperature Finally, a plausible mechanism was proposed.

Synthesis 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, Quality Control of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Zhong-Yuan; Lakmal, Hetti Handi Chaminda; Qian, Xiaolin; Zhu, Zhenyu; Donnadieu, Bruno; McClain, Sarah J.; Xu, Xue; Cui, Xin published the artcile< Ruthenium-Catalyzed Enantioselective C-H Functionalization: A Practical Access to Optically Active Indoline Derivatives>, Application In Synthesis of 188813-04-9, the main research area is hydroindolecarboxaldehyde regioselective enantioselective preparation; ruthenium catalyst enantioselective cyclization alkenylaminobenzaldehyde transient imine directing group; study mechanism ruthenium catalyzed directed enantioselective cyclization alkenylaminobenzaldehyde.

In the presence of [Ru(p-cymene)Cl2]2, nonracemic 1-(1-naphthyl)ethylamine as a transient directing group, and N-phthaloyl-L-tert-leucine, 3-(alkenylamino)benzaldehydes such as I underwent enantioselective cyclization mediated by AgBF4 and KH2PO4 in chlorobenzene/hexafluoroisopropanol to yield nonracemic dihydroindolecarboxaldehydes such as II in up to 92% yield with 96% ee. A benzindolecarboxaldehyde potentially useful for the synthesis of lysergic acid analogs was prepared using this method. The reaction mechanism was studied using the preparation of ruthenacycles related to potential reaction intermediates, mass spectrometric detection of reaction intermediates, and deuterium labeling experiments

Journal of the American Chemical Society published new progress about Benzaldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (m-alkenylamino). 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Application In Synthesis of 188813-04-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Jing; Zheng, Chunming; Li, Bryan; Hawkins, Joel M.; Scott, Susannah L. published the artcile< Efficient, continuous N-Boc deprotection of amines using solid acid catalysts>, Name: 4-Bromobenzylamine, the main research area is amine preparation; tert butyloxycarbonyl amine deprotection solid acid catalyst.

The use of simple solid Bronsted acid catalysts to achieve continuous N-Boc deprotection of amines, e.g., tert-Bu 2-oxopiperidine-1-carboxylate without addnl. workup steps has been described. Using THF as the solvent, H-BEA zeolite affords high yields of a variety of aromatic and aliphatic amines, e.g., 2-piperidinone often in residence times of less than a minute at 140°C. The same catalyst/solvent combination is ineffective in batch conditions, due to the much lower temperature of refluxing THF. Boc-protected p-chloroaniline was deprotected with a throughput of 18 mmol p-chloroaniline per h per gcat, sustained over 9 h. The active sites of the zeolite do not appear to be directly associated with the Al framework substitution in the micropores, since partially ion-exchanged Na/H-BEA shows activity similar to H-BEA. The strong Bronsted acid sites (framework [Si(OH)Al]), are likely poisoned by the amine product. Moderate Bronsted acid sites associated with silanol defects near Al on or near the external surface (and not susceptible to Na+-exchange) are presumably the active sites, since they are not poisoned even by more basic aliphatic amines.

Reaction Chemistry & Engineering published new progress about 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, Name: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Deyang; Zhang, Zelong; Yu, Jiang; Chen, Haihong; Lin, Xuan; Li, Ming; Wen, Lirong; Guo, Weisi published the artcile< Site-selective electrochemical thiocyanation of benzylic C-H bonds>, Safety of 1-Bromo-3-ethylbenzene, the main research area is alkylarene trimethylsilyl isothiocyanate electrochem regioselective thiocyanation; aralkyl thiocyanate preparation.

An electrochem. protocol for site-selective benzylic C(sp3)-H thiocyanation under mild reaction conditions was reported. The reaction demonstrated broad substrate scope and unique benzylic C-H site selectivity (2° > 3° > 1°) over the existing methods. Preliminary mechanistic studies indicated that the reaction probably underwent a radical-polar crossover process. This method was also successfully used for follow-up transformation and late-stage thiocyanation of bioactive mols.

Organic Chemistry Frontiers published new progress about Alkylarenes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Safety of 1-Bromo-3-ethylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Wen-Xin; Yang, Bo-Wen; Ying, Xuan; Zhang, Zhuo-Wen; Chu, Xue-Qiang; Zhou, Xiaocong; Ma, Mengtao; Shen, Zhi-Liang published the artcile< Nickel-Catalyzed Direct Cross-Coupling of Diaryl Sulfoxide with Aryl Bromide>, Computed Properties of 576-83-0, the main research area is biaryl preparation; diaryl sulfoxide aryl bromide cross coupling nickel catalyst.

The direct cross-couplings of diaryl sulfoxides with aryl bromides via C-S bond cleavage could be readily accomplished using nickel(II) as the catalyst, 1,2-bis(diphenylphosphino)ethane (dppe) as the ligand, and magnesium turnings as the reducing metal in THF, leading to the corresponding biaryls RR1 [R = Ph, 4-MeC6H4, 2-naphthyl, etc.; R1 = 4-MeOC6H4, 2-pyridyl, benzofuran-5-yl, etc.] in moderate to good yields. The reaction exhibited a broad substrate scope and could be applied to a gram-scale synthesis. The ”one-pot” reaction, which avoided the utility of presynthesized and moisture-labile organometallic compounds, was operationally simple and step-economic.

Journal of Organic Chemistry published new progress about Aromatic compounds, sulfoxides Role: RCT (Reactant), RACT (Reactant or Reagent). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Computed Properties of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Budiman, Yudha P.; Friedrich, Alexandra; Radius, Udo; Marder, Todd B. published the artcile< Copper-Catalysed Suzuki-Miyaura Cross-Coupling of Highly Fluorinated Aryl Boronate Esters with Aryl Iodides and Bromides and Fluoroarene-Arene π-Stacking Interactions in the Products>, Quality Control of 576-83-0, the main research area is fluorophenylboronic acid pinacol ester haloarene copper catalyst Suzuki coupling; biaryl preparation.

A combination of copper iodide and phenanthroline as the ligand is an efficient catalyst for Suzuki-Miyaura cross-coupling of highly fluorinated boronate esters (aryl-Bpin) with aryl iodides and bromides to generate fluorinated biaryls in good to excellent yields. This method represents a nice alternative to traditional cross-coupling methods which require palladium catalysts and stoichiometric amounts of silver oxide. The investigation revelaed that π···π stacking interactions dominated the mol. packing in the partly fluorinated biaryl crystals. They were present either between the arene and perfluoroarene, or solely between arenes or perfluoroarenes, resp.

ChemCatChem published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Quality Control of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Minjian; Jiang, Huimin; Yang, Zhuo; Liu, Xue; Sun, Hanyu; Hao, Mengyao; Hu, Jinping; Chen, Xiaoguang; Jin, Jing; Wang, Xiaojian published the artcile< Design, synthesis, and biological evaluation of pyrrolopyrimidine derivatives as novel Bruton's tyrosine kinase (BTK) inhibitors>, COA of Formula: C7H8BrN, the main research area is pyrrolopyrimidine preparation Brutons tyrosine kinase mol docking antitumor activity; B-Cell lymphomas; BTK inhibitor; Kinase selectivity.

Here, four key regions where inhibitors bind to BTK were identified by analyzing the existing crystal structures of BTK complexes. Then, a scaffold-based mol. design work flow was established by integrating fragment-growing method, deep learning-based framework XGraphBoost and mol. docking, leading to four compounds that showed potency against BTK. Optimization of compounds I and II led to the discovery of the potent BTK inhibitor compound III by using in vitro potency and pharmacokinetic (PK) studies to prioritize the compounds Compound III exhibited great BTK inhibition activity (IC50 = 0.7 nM) along with high oral absorption. Moreover, compound III demonstrated excellent kinase selectivity, especially over EGFR kinase, and low toxicity. In a TMD8 xenograft model, compound III significantly inhibited tumor growth (TGI = 104%) at a dosage of 50 mg/kg, indicating its potential as a novel therapeutic option for B-cell lymphomas.

European Journal of Medicinal Chemistry published new progress about Amides Role: PAC (Pharmacological Activity), PKT (Pharmacokinetics), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Huang, Xiubing; Lu, Guilong; Zhang, Kaiyue; Liu, Jijia; Zhang, Hean; Guo, Zhengwei; Tao, Jinzhang published the artcile< Selective synthesis of imines by direct oxidative coupling of amines on Cu-doped CeO2 catalysts>, Application In Synthesis of 3959-07-7, the main research area is imine preparation coupling amine copper doped cerium oxide catalyst.

The study and development of CeO2 nanocrystals containing transition-metal species are of crucial importance for understanding the effect of transition-metal species on their catalytic activity. CeO2 nanocrystals containing only 0.61% Cu were demonstrated as an effective catalyst for imine synthesis from amines at 110° using NHPI as radical initiator and air as oxidant. Especially, Cu-doped CeO2 nanocrystals after thermal treatment at 300° for 2 h show high conversion (97.8%) and high selectivity (98.6%) for the synthesis of N-benzylidene benzylamine from benzylamine, as well as acceptable yield for the synthesis of several other kinds of imines from amines. The Cu-doped CeO2 nanocrystals also exhibited excellent cycling stability for at least four cycles with only a slightly decreased yield. The high catalytic activity of Cu-doped CeO2 can be ascribed to the highly dispersed Cu species and abundant oxygen vacancies on their surfaces which activated the NHPI and O2 and promoted the adsorption/conversion of amine.

Applied Surface Science 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, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary