Month: November 2022

In 2022,Dong, Pei-Zhen; Qiu, Bin; An, Xiao-De; Xiao, Jian published an article in Green Chemistry. The title of the article was 《Cascade dearomative [4 + 2] cycloaddition of indoles with in situ generated ortho-quinone methides: practical access to divergent indoline-fused polycycles》.Computed Properties of C7H5BrO The author mentioned the following in the article:

A rationally designed cascade dearomative [4 + 2] cycloaddition of indoles with in-situ generated ortho-quinone methide (o-QM) provided a practical, atom and step economical access to diverse indoline-fused polycycles with high yields and excellent diastereoselectivity in one step. These polycyclic indolines featured divergent [6-6-5] and [6-5-5] tricyclic core skeletons bearing three contiguous stereogenic centers. Appealingly, most of the products precipitating in ethanol solution, the use of room temperature, easy handling, broad substrate scope and gram-scale synthesis made this transformation an environmentally benign, effective and attractive method for the synthesis of polycyclic indolines. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Computed Properties of C7H5BrO)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Computed Properties of C7H5BrOSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Zhao, He; Wu, Yang; Ci, Chenggang; Tan, Zhenda; Yang, Jian; Jiang, Huanfeng; Dixneuf, Pierre H.; Zhang, Min published an article in Nature Communications. The title of the article was 《Intermolecular diastereoselective annulation of azaarenes into fused N-heterocycles by Ru(II) reductive catalysis》.HPLC of Formula: 5437-45-6 The author mentioned the following in the article:

Derivatization of azaarenes can create mols. of biol. importance, but reductive functionalization of weakly reactive azaarenes remains a challenge. Here the authors show a dearomative, diastereoselective annulation of azaarenes, via ruthenium(II) reductive catalysis, proceeding with excellent selectivity, mild conditions, and broad substrate and functional group compatibility. Mechanistic studies reveal that the products are formed via hydride transfer-initiated β-aminomethylation and α-arylation of the pyridyl core in the azaarenes, and that paraformaldehyde serves as both the C1-building block and reductant precursor, and the use of Mg(OMe)2 base plays a critical role in determining the reaction chemoselectivity by lowering the hydrogen transfer rate. The present work opens a door to further develop valuable reductive functionalization of unsaturated systems by taking profit of formaldehyde-endowed two functions. The results came from multiple reactions, including the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6HPLC of Formula: 5437-45-6)

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is an aromatic chemical, usually appearing as a clear liquid with a moderate sweet-jasmine fragrance. This compound appears as a component of some of our fragrance blends.HPLC of Formula: 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Earley, J. D.; Zieleniewska, A.; Ripberger, H. H.; Shin, N. Y.; Lazorski, M. S.; Mast, Z. J.; Sayre, H. J.; McCusker, J. K.; Scholes, G. D.; Knowles, R. R.; Reid, O. G.; Rumbles, G. published an article in Nature Chemistry. The title of the article was 《Ion-pair reorganization regulates reactivity in photoredox catalysts》.Electric Literature of C18H12Br3N The author mentioned the following in the article:

Cyclometalated and polypyridyl complexes of d6 metals are promising photoredox catalysts, using light to drive reactions with high kinetic or thermodn. barriers via the generation of reactive radical intermediates. However, while tuning of their redox potentials, absorption energy, excited-state lifetime and quantum yield are well-known criteria for modifying activity, other factors could be important. Here we show that dynamic ion-pair reorganization controls the reactivity of a photoredox catalyst, [Ir[dF(CF3)ppy]2(dtbpy)]X. Time-resolved dielec.-loss experiments show how counter-ion identity influences excited-state charge distribution, evincing large differences in both the ground- and excited-state dipole moment depending on whether X is a small associating anion (PF6-) that forms a contact-ion pair vs. a large one that either dissociates or forms a solvent-separated pair (BArF4-). These differences correlate with the reactivity of the photocatalyst toward both reductive and oxidative electron transfer, amounting to a 4-fold change in selectivity toward oxidation vs. reduction These results suggest that ion pairing could be an underappreciated factor that modulates reactivity in ionic photoredox catalysts. In the experiment, the researchers used Tris(4-bromophenyl)amine(cas: 4316-58-9Electric Literature of C18H12Br3N)

In other references, Tris(4-bromophenyl)amine(cas: 4316-58-9) is often used in the synthesis of porous luminescent covalent–organic polymers (COPs)Electric Literature of C18H12Br3N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Shi, Shi; Du, Yu; Huang, Lei; Cui, Jiaqi; Niu, Jing; Xu, Yungen; Zhu, Qihua published an article in Bioorganic Chemistry. The title of the article was 《Discovery of novel potent covalent inhibitor-based EGFR degrader with excellent in vivo efficacy》.Product Details of 17696-11-6 The author mentioned the following in the article:

Although several Epidermal growth factor receptor (EGFR) inhibitors have been approved for the treatment of non-small-cell lung cancers (NSCLC), acquired drug resistance and side effects largely encumbered their application in clinic. The emerging technol. Proteolysis targeting chimera (PROTAC) could be an alternative strategy to overcome these problems. Here, we reported the discovery of Dacomitinib-based EGFR degraders. Promising compound I can effectively induce degradation of EGFRdel19 with DC50 value of 3.57 nM in HCC-827 cells, but not to other EGFR mutant, wild-type EGFR protein and the same family receptors (HER2 and HER4). Of note, I is the first EGFR-PROTAC to evaluate antitumor effect in vivo, and exhibited excellent antitumor efficacy (TGI = 90%) at a dose of 30 mg/kg without causing observable toxic effects. The preliminary mechanism study demonstrated that I can efficiently induce EGFR protein degradation through ubiquitin proteasome pathway and inhibit phosphorylation of downstream pathways in vitro and in vivo, which indicated that I exerted antitumor effect by degradation of EGFR protein in tumor tissue. Overall, our study provided further evidence to validate EGFR-PROTACs as a promising strategy for lung cancer therapy.8-Bromooctanoic acid(cas: 17696-11-6Product Details of 17696-11-6) was used in this study.

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid.Product Details of 17696-11-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C20H20BrPIn 2021 ,《Regio-regular poly(thienylene vinylene)s (rr-PTVs) through acyclic diene metathesis (ADMET) polymerization and the impact of alkyl side-chains on polymer molecular weight and solubility》 appeared in Polymer. The author of the article were Katba-Bader, Yousef M.; Meng, Lingyao; Guan, Chao; Qin, Yang. The article conveys some information:

Poly(thienylene vinylene) (PTV) is one of the prototypical conjugated polymers (CPs) that has received relatively little attention. The insertion of one small double bond between every pair of adjacent thiophene units in PTV structures potentially allow direct functionalization of the thienyl rings, which can fine-tune polymer electronic properties without significantly impact main-chain planarity. However, synthetic methods leading to such tailor-designed PTVs are scarce. In this paper, we report a new synthetic strategy that produces a series of regio-regular (rr) PTVs bearing bromine atoms and different alkyl side-chains on every thiophene unit. The methodol. starts with synthesis of well-defined dimeric monomers that lead to rr-PTVs upon ADMET polymerization The monomers and polymers are fully characterized by NMR and absorption spectroscopy. We found that linear and slightly branched alkyl chains led to precipitation during the polymerization process and thus low apparent mol. weight due to limited polymer solubility, while long-branched and bulky silyl-alkyl ether chains led to PTVs with greater solubility and higher mol. weights After reading the article, we found that the author used Ethyltriphenylphosphonium bromide(cas: 1530-32-1Electric Literature of C20H20BrP)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. CatOnium ETPB is also used as catalysts in the synthesis of certain organic compounds.Electric Literature of C20H20BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Category: bromides-buliding-blocksIn 2020 ,《Base-Controlled Directed Synthesis of Metal-Methyleneimidazoline (MIz) and Metal-Mesoionic Carbene (MIC) Compounds》 was published in Organometallics. The article was written by Kaur, Mandeep; Patra, Kamaless; Din Reshi, Noor U.; Bera, Jitendra K.. The article contains the following contents:

C2-Substituted imidazolium salts undergo base-controlled metalation of 2-Me group or formation of C4-metalated (MIC) complexes in reaction with ruthenium chloride-bridged precursor. Reactions of a host of metal precursors with pyridyl(benzamide)-functionalized C2-methyl-protected imidazolium salts [L1H2]I and [L2H]I afforded the metal-methyleneimidazoline (MIz) compounds [Ru(L1-κC1)(p-cymene)]I (1, H2L1-I = PhCONH-2,6-py-2,3-Me2-1H-imidazolium iodide), [Mn(L1-κC1)(CO)3] (2), [Ru(L2-κC1)(p-cymene)Cl]PF6(3, HL2-I = 2,3-dimethyl-1-(2-pyridyl)-1H-imidazolium iodide), and [Ir(L2-κC1)(Cp*)Cl]PF6 (4) in the presence of different external bases, such as LiHMDS, Na2CO3, tBuOK, and NaH. However, the use of NaOAc led to the selective formation of the metal-mesoionic carbene (MIC) compounds [Ru(L2-κC5)(p-cymene)Cl]PF6 (5), [Ir(L2-κC5)(Cp*)Cl]PF6 (6), [Ir2(L1-κC5)(Cp*)2I]PF6 (8), and the ortho-metalated compound [Ir(L1)(Cp*)I] (7). All compounds have been characterized by spectroscopic techniques and X-ray crystallog. Being more acidic, the C2-Me is readily deprotonated by the external base to give the metal-MIz products. A metal-bound acetate, in contrast, interacts selectively with the imidazolium C5-H and drives the reaction toward the metal-MIC formation. DFT calculations support a concerted metalation-deprotonation pathway for selective C-H activation and metalation. In the experiment, the researchers used Bromopentacarbonylmanganese(I)(cas: 14516-54-2Category: bromides-buliding-blocks)

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 523-27-3In 2022 ,《Fluorescent Nanofibers Self-assembled from a Diphenylanthracene Scissor-shaped Dyad》 was published in Chemistry Letters. The article was written by Suda, Natsuki; Arima, Hironari; Saito, Takuho; Aizawa, Takumi; Yagai, Shiki. The article contains the following contents:

A scissor-shaped foldable diphenylanthracene dyad has been synthesized and found to self-assemble in a nonpolar solvent into elongated thin nanofibers, showing intense blue emission. At a millimolar concentration, efficient gelation was observed while the emission property of the building block was retained in the gel state. The results came from multiple reactions, including the reaction of 9,10-Dibromoanthracene(cas: 523-27-3Related Products of 523-27-3)

9,10-Dibromoanthracene(cas: 523-27-3) is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence.Related Products of 523-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 4-Bromobenzoic acidIn 2020 ,《A practical catalytic reductive amination of carboxylic acids》 was published in Chemical Science. The article was written by Stoll, Emma L.; Tongue, Thomas; Andrews, Keith G.; Valette, Damien; Hirst, David J.; Denton, Ross M.. The article contains the following contents:

Reductive alkylation reactions of amines using carboxylic acids as nominal electrophiles was reported. The two-step reaction exploits the dual reactivity of phenylsilane and involves a silane-mediated amidation followed by a Zn(OAc)2-catalyzed amide reduction The reaction is applicable to a wide range of amines and carboxylic acids and has been demonstrated on a large scale (305 mmol of amine). The rate differential between the reduction of tertiary and secondary amide intermediates is exemplified in a convergent synthesis of the antiretroviral medicine maraviroc. Mechanistic studies demonstrate that a residual 0.5 equiv of carboxylic acid from the amidation step is responsible for the generation of silane reductants with augmented reactivity, which allow secondary amides, previously unreactive in zinc/phenylsilane systems, to be reduced. In the part of experimental materials, we found many familiar compounds, such as 4-Bromobenzoic acid(cas: 586-76-5Recommanded Product: 4-Bromobenzoic acid)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Recommanded Product: 4-Bromobenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

COA of Formula: C18H12Br3NIn 2021 ,《Constructing Cationic Metal-Organic Framework Materials Based on Pyrimidyl as a Functional Group for Perrhenate/Pertechnetate Sorption》 was published in Inorganic Chemistry. The article was written by Kang, Kang; Li, Lei; Zhang, Meiyu; Zhang, Xingwang; Lei, Lecheng; Xiao, Chengliang. The article contains the following contents:

Cationic metal-organic framework (MOF) materials are widely used in the anion separation field, but there are few reports of pyrimidyl ligands as building units. In this work, three new cationic MOFs based on pyrimidyl as functional group ligands were synthesized for the removal of radioactive pertechnetate from aqueous solution The pyrimidyl ligands were designed by incorporating pyrimidyl units into the skeletons of benzene, triphenylamine, and tetraphenylethylene, resp. Taking advantage of multiple coordination sites of pyrimidyl groups, three cationic MOFs (ZJU-X11, ZJU-X12, and ZJU-X13) with diverse structures were solvothermally synthesized using silver ion as the metal node. SEM-energy-dispersive spectroscopy mapping demonstrated that these three cationic MOFs could capture ReO4- via anion exchange, but the sorption capabilities were distinctly different. With 95% removal toward ReO4-, ZJU-X11 showed the strongest anion-exchange competence among the three MOFs. According to the results of batch experiments, ZJU-X11 could achieve sorption equilibrium within 10 min, remove 518 mg of ReO4- per 1 g of ZJU-X11, remove most of ReO4- after four recycles, and maintain satisfactory selectivity in the presence of excess competing anions, which is one of the best MOF materials for removing ReO4-/TcO4- among the three cationic MOFs. This work indicates that the pyrimidyl group is a promising multiple site to build versatile cationic MOFs. In the experiment, the researchers used Tris(4-bromophenyl)amine(cas: 4316-58-9COA of Formula: C18H12Br3N)

In general, Tris(4-bromophenyl)amine(cas: 4316-58-9) is often used in the synthesis of porous luminescent covalent–organic polymers (COPs)COA of Formula: C18H12Br3N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of C4H7BrIn 2022 ,《Rapid access to t-butylalkylated olefins enabled by Ni-catalyzed intermolecular regio- and trans-selective cross-electrophile t-butylalkylation of alkynes》 was published in Chemical Science. The article was written by Zhan, Yi-Zhou; Meng, Huan; Shu, Wei. The article contains the following contents:

Herein, we report the first Ni-catalyzed regio- and trans-selective cross-dialkylation of alkynes with two distinct alkyl bromides to afford olefins with two aliphatic substituents. The reductive conditions circumvent the use of organometallic reagents, enabling the cross-dialkylation process to occur at room temperature from two different alkyl bromides. This operationally simple protocol provides a straightforward and practical access to a wide range of stereodefined dialkylated olefins with broad functional group tolerance from easily available starting materials. In the experiment, the researchers used many compounds, for example, (Bromomethyl)cyclopropane(cas: 7051-34-5Synthetic Route of C4H7Br)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Synthetic Route of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary