Tag: 200-300

Liu, Chenguang; Wang, Mingyang; Liu, Shihan; Wang, Yujie; Peng, Yong; Lan, Yu; Liu, Qiang published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Manganese-Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by π-π Interaction**》.Synthetic Route of C5BrMnO5 The article contains the following contents:

The non-noble metal-catalyzed asym. hydrogenation of N-heteroaromatics, quinolines, is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asym. hydrogenation of quinolines, affording high yields and enantioselectivities (up to 97% ee). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which is competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a π-π interaction. In the experimental materials used by the author, we found Bromopentacarbonylmanganese(I)(cas: 14516-54-2Synthetic Route of C5BrMnO5)

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.Synthetic Route of C5BrMnO5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Yun-Mei; Li, Yang; Liu, Rong-Fang; Xiao, Jie; Zhou, Bin-Ning; Zhang, Qi-Zhi; Song, Jian-Xin published their research in Journal of Asian Natural Products Research in 2021. The article was titled 《Synthesis, characterization and preliminary biological evaluation of chrysin amino acid derivatives that induce apoptosis and EGFR downregulation》.Product Details of 14660-52-7 The article contains the following contents:

Chrysin amino acid derivatives were synthesized to evaluate for their antiproliferative activities. Among them, N-(7-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)valeryl)-L-leucine () displayed the most remarkable inhibitory activities against MCF-7 cells with IC50 values of 16.6 microM. Preliminary mechanistic studies showed that could inhibit the colony formation and migration of MCF-7 cells. Flow cytometry anal. demonstrated that mediated cell apoptosis and the prolongation of cell cycle progression in G1/S-phase against MCF-7 cells. Besides, displayed the moderate inhibition against EGFR. Western blot assay suggested that significantly inhibited EGFR phosphorylation. Mol. docking showed that can bind the EGFR kinase well. In addition to this study using Ethyl 5-bromovalerate, there are many other studies that have used Ethyl 5-bromovalerate(cas: 14660-52-7Product Details of 14660-52-7) was used in this study.

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.Product Details of 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tian, Duanshuai; Xu, Ronghua; Zhu, Jinbin; Huang, Jianxun; Dong, Wei; Claverie, Jerome; Tang, Wenjun published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Asymmetric Hydroesterification of Diarylmethyl Carbinols》.Reference of 5-Bromobenzo[d][1,3]dioxole The article contains the following contents:

An efficient asym. hydroesterfication of diarylmethyl carbinols is developed for the first time with a Pd-WingPhos catalyst, resulting in a series of chiral 4-aryl-3,4-dihydrocoumarins in excellent enantioselectivities and good yields. The method features mild reaction conditions, a broad substrate scope, use of easily accessible starting materials, and low palladium loadings. A plausible stereochem. model is also proposed with the Pd-WingPhos catalyst. This method has enabled a 4-step asym. synthesis of (R)-tolterodine from readily available starting materials. In the experiment, the researchers used 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Reference of 5-Bromobenzo[d][1,3]dioxole)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Reference of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design of a Kilogram Scale, Plug Flow Photoreactor Enabled by High Power LEDs》 was published in Organic Process Research & Development in 2020. These research results belong to Levesque, Francois; Di Maso, Michael J.; Narsimhan, Karthik; Wismer, Michael K.; Naber, John R.. Quality Control of 1-Bromo-4-(trifluoromethyl)benzene The article mentions the following:

A simple and inexpensive photoreactor with a throughput of kilograms of material per day has been developed. This achievement was enabled by using high-power Light Emitting Diodes (LEDs) to provide high light d., leading to minimization of the footprint of the reactor. A study of the impact of tube diameter enabled maximization of the photon absorbance without increasing photocatalyst loading. Further optimization of reaction conditions using a design of experiments (DoE) elucidated reaction sensitivities that allowed the reaction rate, yield, and productivity to be maximized upon scale-up. The reactor has been operated continuously for 6 h leading to reaction performance that provided 12 kg of material per day at 90% conversion. The experimental process involved the reaction of 1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Quality Control of 1-Bromo-4-(trifluoromethyl)benzene)

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Quality Control of 1-Bromo-4-(trifluoromethyl)benzene Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Copper-Catalyzed Asymmetric Radical 1,2-Carboalkynylation of Alkenes with Alkyl Halides and Terminal Alkynes》 was published in Journal of the American Chemical Society in 2020. These research results belong to Dong, Xiao-Yang; Cheng, Jiang-Tao; Zhang, Yu-Feng; Li, Zhong-Liang; Zhan, Tian-Ya; Chen, Ji-Jun; Wang, Fu-Li; Yang, Ning-Yuan; Ye, Liu; Gu, Qiang-Shuai; Liu, Xin-Yuan. SDS of cas: 2635-13-4 The article mentions the following:

A copper-catalyzed intermol. three-component asym. radical 1,2-carboalkynylation of alkenes has been developed, providing straightforward access to diverse chiral alkynes from readily available alkyl halides and terminal alkynes. The utilization of a cinchona alkaloid-derived multidentate N,N,P-ligand is crucial for the efficient radical generation from mildly oxidative precursors by copper and the effective inhibition of the undesired Glaser coupling side reaction. The substrate scope is broad, covering (hetero)aryl-, alkynyl-, and aminocarbonyl-substituted alkenes, (hetero)aryl and alkyl as well as silyl alkynes, and tertiary to primary alkyl radical precursors with excellent functional group compatibility. Facile transformations of the obtained chiral alkynes have also been demonstrated, highlighting the excellent complementarity of this protocol to direct 1,2-dicarbofunctionalization reactions with C(sp2/sp3)-based reagents. In the experiment, the researchers used many compounds, for example, 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4SDS of cas: 2635-13-4)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.SDS of cas: 2635-13-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Approaching the Integer-Charge Transfer Regime in Molecularly Doped Oligothiophenes by Efficient Decarboxylative Cross-Coupling》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Liu, Jiang Tian; Hase, Hannes; Taylor, Sarah; Salzmann, Ingo; Forgione, Pat. Synthetic Route of C4H2Br2S The article mentions the following:

A library of sym. linear oligothiophene was prepared employing decarboxylative cross-coupling reaction as the key transformation. Thiophene potassium carboxylate salts were used as cross-coupling partners without the need of co-catalyst, base, or additives. This method demonstrates complete chemoselectivity and is a comprehensive greener approach compared to the existing methods. The modularity of this approach is demonstrated with the preparation of discreet oligothiophenes with up to 10 thiophene repeat units. Sym. oligothiophenes are prototypical organic semiconductors where their mol. elec. doping as a function of the chain length can be assessed spectroscopically. An oligothiophene critical length for integer charge transfer is 10 thiophene units, highlighting the potential use of discrete oligothiophenes as doped conduction or injection layers in organic electronics applications. The results came from multiple reactions, including the reaction of 2,5-Dibromothiophene(cas: 3141-27-3Synthetic Route of C4H2Br2S)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used in the preparation of soluble α,ω-diformyl-a-oligothiophenes.Synthetic Route of C4H2Br2S

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Starazo triple switches – synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes》 was published in Beilstein Journal of Organic Chemistry in 2020. These research results belong to Heindl, Andreas H.; Wegner, Hermann A.. Synthetic Route of C6H5Br2N The article mentions the following:

Unsym. 1,3,5-tris(arylazo)benzenes – ‘starazos’ – which merge three photoswitches on one benzene ring, were successfully prepared Two different synthetic strategies, one based on Baeyer-Mills reactions and the other based on Pd-catalyzed coupling reactions of arylhydrazides and aryl halides, followed by oxidation, were investigated. The Pd-catalyzed route efficiently led to the target compounds, unsym. tris(arylazo)benzenes. These triple switches were preliminarily characterized in terms of their isomerization behavior using UV-vis and 1H-NMR spectroscopy. The efficient synthesis of this new class of unsym. tris(arylazo)benzenes opened new avenues to novel multistate switching materials. The experimental part of the paper was very detailed, including the reaction process of 3,5-Dibromoaniline(cas: 626-40-4Synthetic Route of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Synthetic Route of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Advanced Therapeutics (Weinheim, Germany) included an article by Hafner, Susanne; Raabe, Marco; Wu, Yuzhou; Wang, Tao; Zuo, Zhi; Rasche, Volker; Syrovets, Tatiana; Weil, Tanja; Simmet, Thomas. Category: bromides-buliding-blocks. The article was titled 《High-Contrast Magnetic Resonance Imaging and Efficient Delivery of an Albumin Nanotheranostic in Triple-Negative Breast Cancer Xenografts》. The information in the text is summarized as follows:

Triple-neg. breast cancer (TNBC) is a fast growing and strong metastasizing tumor, which presents almost no cellular receptors that can be addressed by targeted therapeutics. In addition, TNBC is often characterized by high tumor grading, fast growth rates, and early metastasis. Therefore, multifunctional drug carriers allowing efficient drug delivery and bioimaging to treat and track TNBC tissue in vivo would be highly desirable. A human serum albumin-based polyethylene glycol copolymer (dcHSA-Gd-Dox) is synthesized combining multiple copies of the chemotherapeutic drug doxorubicin and gadolinium (III) (Gd(III))-based magnetic resonance imaging (MRI) contrast agent. The biodegradable albumin-based nanocarriers reveal high-contrast tumor imaging and efficient drug delivery in a preclin. TNBC xenograft model, where the xenografts are grown on the chorioallantoic membrane of fertilized chick eggs. dcHSA-Gd-Dox is injected i.v., and the distribution of the compound is monitored by MRI and inductively coupled optical plasma emission spectrometry. dcHSA-Gd-Dox is rapidly taken up into MDA-MB-231 cells and exhibits significant cytotoxic efficacy. dcHSA-Gd-Dox combines high tissue enrichment with low systemic toxicity and high-contrast MRI rendering it an attractive nanotheranostic for TNBC.Benzyl 2-bromoacetate(cas: 5437-45-6Category: bromides-buliding-blocks) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is a synthetic chemical produced for industry from benzyl alcohol and acetic acid, but is also naturally present in the essential oils of many plants, including jasmine and ylang ylang.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Navale, Tushar S.; Ivanov, Maxim V.; Hossain, Mohammad M.; Rathore, Rajendra published 《FHBC, a Hexa-peri-hexabenzocoronene-Fluorene Hybrid: A Platform for Highly Soluble, Easily Functionalizable HBCs with an Expanded Graphitic Core》.Angewandte Chemie, International Edition published the findings.Computed Properties of C6H5Br2N The information in the text is summarized as follows:

Materials based on hexa-peri-hexabenzocoronenes (HBCs) show significant promise in a variety of photovoltaic applications. There remains the need, however, for a soluble, versatile, HBC-based platform, which can be tailored by incorporation of electroactive groups or groups that can prompt self-assembly. The synthesis of a HBC-fluorene hybrid is presented that contains an expanded graphitic core that is highly soluble, resists aggregation, and can be readily functionalized at its vertices. This new HBC platform can be tailored to incorporate 6 electroactive groups at its vertices, as exemplified by a facile synthesis of a representative hexaaryl derivative of FHBC. Synthesis of new FHBC derivatives, containing electroactive functional groups that can allow controlled self-assembly, may serve as potential long-range charge-transfer materials for photovoltaic applications. In the experimental materials used by the author, we found 3,5-Dibromoaniline(cas: 626-40-4Computed Properties of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Computed Properties of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Saint-Louis, Carl Jacky; Shavnore, Renee N.; McClinton, Caleb D. C.; Wilson, Julie A.; Magill, Lacey L.; Brown, Breanna M.; Lamb, Robert W.; Webster, Charles Edwin; Schrock, Alan K.; Huggins, Michael T. published 《Synthesis, computational, and spectroscopic analysis of tunable highly fluorescent BN-1,2-azaborine derivatives containing the N-BOH moiety》.Organic & Biomolecular Chemistry published the findings.Application In Synthesis of 3-Bromo-2-methylbenzoic acid The information in the text is summarized as follows:

Nine new polycyclic aromatic BN-1,2-azaborine analogs containing the N-BOH moiety were synthesized using a convenient two-step, one-pot procedure. Characterization of the prepared compounds show the luminescence wavelength and the quantum yields of the azaborines were tunable by controlling the power and location of the donor and acceptor substituents on the chromophore. UV-visible spectroscopy and d. functional theory (DFT) computations revealed that the addition of electron-donating moieties to the isoindolinone hemisphere raised the energy of the HOMO, resulting in the reduction of the HOMO-LUMO gap. The addition of an electron-accepting moiety to the isoindolinone hemisphere and an electron-donating group to the boronic acid hemisphere decreased the HOMO-LUMO gap considerably, leading to emission properties from partial intramol. charge transfer (ICT) states. The combined effect of an acceptor on the isoindolinone side and a donor on the boronic acid side (strong acceptor-π-donor) gave the most red-shifted absorption. The polycyclic aromatic BN-1,2-azaborines emitted strong fluorescence in solution and in the solid-state with the largest red-shifted emission at 640 nm and a Stokes shift of Δλ = 218 nm, or Δν = 8070 cm-1. After reading the article, we found that the author used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Application In Synthesis of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Application In Synthesis of 3-Bromo-2-methylbenzoic acid The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary