Month: October 2022

Ding, Chao; Ren, Yaoyu; Sun, Caocao; Long, Jiao; Yin, Guoyin published their research in Journal of the American Chemical Society in 2021. The article was titled 《Regio- and Stereoselective Alkylboration of Endocyclic Olefins Enabled by Nickel Catalysis》.Related Products of 7051-34-5 The article contains the following contents:

Whereas there is a significant interest in the rapid construction of diversely substituted saturated heterocycles, direct and modular access is currently limited to the mono-, 2,3-, or 3,4-substitution pattern. This Communication describes the straightforward and modular construction of 2,4-substituted saturated heterocycles from readily available materials in a highly stereo- and regioselective manner, which sets the stage for numerous readily accessible drug motifs. The strategy relies on chain walking catalysis. In the experiment, the researchers used many compounds, for example, (Bromomethyl)cyclopropane(cas: 7051-34-5Related Products of 7051-34-5)

(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.Related Products of 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yu, Yancheng; Yu, Quanwei; Liu, Simeng; Wu, Chenyang; Zhang, Xiaojin published an article in 2021. The article was titled 《Insight into the binding mode of HIF-2 agonists through molecular dynamic simulations and biological validation》, and you may find the article in European Journal of Medicinal Chemistry.COA of Formula: C6H5Br2N The information in the text is summarized as follows:

Hypoxia-inducible factor-2 (HIF-2), a heterodimeric transcriptional protein consisting of HIF-2α and aryl hydrocarbon receptor nuclear translocator (ARNT) subunits, has a broad transcriptional profile that plays a vital role in human oxygen metabolism M1001, a HIF-2 agonist identified by high-throughput screening (HTS), is capable of altering the conformation of Tyr281 of the HIF-2α PAS-B domain and enhancing the affinity of HIF-2α and ARNT for transcriptional activation. M1002, an analog of M1001, shows improved efficacy than M1001. However, the cocrystal structure of M1001 and HIF-2 has some defects in revealing the agonist binding mode due to the relatively low resolution, while the binding mode of M1002 remained unexplored. To in-depth understand agonist binding profiles, herein, the mol. dynamic (MD) simulations was applied to construct a stable agonist-protein model, and a possible binding mode was proposed through the anal. of the binding free energy and hydrogen bonding of the simulation results. Nine compounds were then synthesized and evaluated to verify the proposed binding mode. Among them, compound 10 manifested improved agonistic activity and reduced toxicity compared to M1002. This study provides deep insight into the binding mode of such HIF-2 agonists, which would be useful for designing novel agonists for HIF-2. The experimental part of the paper was very detailed, including the reaction process of 3,5-Dibromoaniline(cas: 626-40-4COA of Formula: C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.COA of Formula: C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Guo, Weisi; Wang, Qian; Zhu, Jieping published an article in 2021. The article was titled 《Selective 1,2-Aminoisothiocyanation of 1,3-Dienes Under Visible-Light Photoredox Catalysis》, and you may find the article in Angewandte Chemie, International Edition.HPLC of Formula: 1779-49-3 The information in the text is summarized as follows:

Selective three-component 1,2-diamination of 1,3-dienes with concurrent introduction of two orthogonally protected amino groups remains unknown despite its significant synthetic potential. We report herein that reaction of conjugated dienes such as (E)-PhCH:CHCH:CH2 with N-aminopyridinium salts such as I·BF4- (Ts = 4-MeC6H4SO2) and TMSNCS affords 1,2-aminoisothiocyanation products such as II in a highly chemo- and regio-selective manner under mild photoredox catalytic conditions. Mechanistic studies indicate that the facile isomerization of allyl thiocyanates to allyl isothiocyanates under photocatalytic conditions is responsible for the selective formation of the observed products. The mild isomerization protocol is expected to find applications in the synthesis of allyl isothiocyanates in a broad sense. In the part of experimental materials, we found many familiar compounds, such as Methyltriphenylphosphonium bromide(cas: 1779-49-3HPLC of Formula: 1779-49-3)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.HPLC of Formula: 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chrysochos, Nicolas; Ahmadi, Mohsen; Trentin, Ivan; Lokov, Maert; Tshepelevitsh, Sofja; Ullmann, G. Matthias; Leito, Ivo; Schulzke, Carola published an article in 2021. The article was titled 《Aiding a Better Understanding of Molybdopterin: Syntheses, Structures, and pKa Value Determinations of Varied Pterin-Derived Organic Scaffolds Including Oxygen, Sulfur and Phosphorus Bearing Substituents》, and you may find the article in Journal of Molecular Structure.Recommanded Product: Ethyl 5-bromovalerate The information in the text is summarized as follows:

Multistep synthetic procedures were established for the preparation of a set of four compounds serving as models for aspects of molybdopterin (mpt), a unique ligand system in the active sites of molybdenum and tungsten dependent oxidoreductases. The synthesized compounds were investigated with various anal. techniques including single crystal X-ray structural determination and the measurement of the specific pKa values of all four compounds in the non-aqueous solvent acetonitrile, which range from 11.09 to 11.82. The obtained physico-chem. data supported by theor. anal. indicate that even functional groups quite far away from the cofactor sites which are reactive can have an impact on characteristics which are important for the reactivity. The data were used to identify the likely protonation sites on the model compounds and thereby allow for a better understanding of molybdopterin′s potential active role in transformations in the active sites of oxidoreductases in relation to specific functional groups of mpt with respect to protonation events and tautomerization. The experimental process involved the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Recommanded Product: Ethyl 5-bromovalerate)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact.Recommanded Product: Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gao, Jihui; Jiao, Mingdong; Ni, Jie; Yu, Rongrong; Cheng, Gui-Juan; Fang, Xianjie published an article in 2021. The article was titled 《Nickel-Catalyzed Migratory Hydrocyanation of Internal Alkenes: Unexpected Diastereomeric-Ligand-Controlled Regiodivergence》, and you may find the article in Angewandte Chemie, International Edition.Synthetic Route of C20H20BrP The information in the text is summarized as follows:

A regiodivergent nickel-catalyzed hydrocyanation of a broad range of internal alkenes involving a chain-walking process is reported. When appropriate diastereomeric biaryl diphosphite ligands are applied, the same starting materials can be converted to either linear or branched nitriles with good yields and high regioselectivities. DFT calculations suggested that the catalyst architecture determines the regioselectivity by modulating electronic and steric interactions. In addition, moderate enantioselectivities were observed when branched nitriles were produced. After reading the article, we found that the author used Ethyltriphenylphosphonium bromide(cas: 1530-32-1Synthetic Route 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.Synthetic Route of C20H20BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Imae, Ichiro; Tada, Naofumi; Harima, Yutaka published an article in 2021. The article was titled 《Tuning of electronic properties of novel donor-acceptor polymers containing oligothiophenes with electron-withdrawing ester groups》, and you may find the article in Polymer Bulletin (Heidelberg, Germany).Name: 2,5-Dibromothiophene The information in the text is summarized as follows:

To investigate the substituent effects introduced into oligothiophene units, a series of novel donor-acceptor conjugated polymers containing ester-substituted oligothiophenes were synthesized by the direct C-H arylation polycondensation of bis(ester-substituted thienyl)benzothiadiazole and dibromo-substituted oligothiophenes. The UV-visible absorption spectra of three polymers showed two absorption bands in the visible light wavelength region, ascribed to π-π* transition and the intramol. charge transfer bands. The oxidation potentials of the polymers exhibited a neg. shift with an increase in the chain length of the oligothiophene units. By comparing these polymers with alkyl-substituted analogs, it was found that the introduction of electron-withdrawing ester groups induced a neg. shift in the HOMO (HOMO) and the LUMO (LUMO) energy levels and affected the LUMO rather than the HOMO energy levels. As a preliminary experiment, organic photovoltaic cells using these polymers were prepared, and their photoelec. conversion characteristics were investigated in relation to their chem. structures. In the part of experimental materials, we found many familiar compounds, such as 2,5-Dibromothiophene(cas: 3141-27-3Name: 2,5-Dibromothiophene)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used as starting reagent for the synthesis of α,α′-didecylquater-, -quinque- and -sexi-thiophenes.Name: 2,5-Dibromothiophene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yao, Wang; Zhao, Gaoyuan; Wu, Yue; Zhou, Lin; Mukherjee, Upasana; Liu, Peng; Ngai, Ming-Yu published an article in 2022. The article was titled 《Excited-State Palladium-Catalyzed Radical Migratory Mizoroki-Heck Reaction Enables C2-Alkenylation of Carbohydrates》, and you may find the article in Journal of the American Chemical Society.Category: bromides-buliding-blocks The information in the text is summarized as follows:

Excited-state palladium catalysis has emerged as a promising strategy for developing novel and valuable reactions. Herein, we report the first excited-state Pd-catalyzed 1,2-radical migratory Mizoroki-Heck reaction that enables C2-alkenylation of carbohydrates using readily available 1-bromosugars and alkenes. The reaction tolerates a wide variety of functional groups and complex mol. architectures, including derivatives of natural products and marketed drugs. Preliminary mechanistic studies and DFT calculations suggest the involvement of visible-light-induced photoexcitation of Pd species, 1,2-spin-centered-shift (SCS) process, and Heck-type cross-coupling reaction. The reaction expands the reactivity profile of excited-state Pd catalysis and provides a streamlined protocol for the preparation of a wide variety of C2-alkenylated carbohydrate mimetics to aid the discovery and development of new therapeutics, agrochems., and materials. In addition to this study using (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate, there are many other studies that have used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Category: bromides-buliding-blocks) was used in this study.

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Liu, Xinyu; Wang, Zhifan; Wang, Qiwei; Wang, Yuanhua published an article in Angewandte Chemie, International Edition. The title of the article was 《Rhodium(II)-Catalyzed C(sp3)-H Diamination of Arylcyclobutanes》.COA of Formula: C9H11BrO3 The author mentioned the following in the article:

Activated by multiple consecutive oxidative radical-polar crossover and desaturation processes, the selective diamination of arylcyclobutanes, which is difficult to perform by classical metallonitrene C-H insertion, was achieved in a short time by rhodium(II) catalysis using N-fluorobenzenesulfonimide (NFSI) as the oxidant and nitrogen source.1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8COA of Formula: C9H11BrO3) was used in this study.

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.COA of Formula: C9H11BrO31-Bromo-3,4,5-trimethoxybenzene can be used to synthesize symmetric 3,3′,4,4′,5,5′-hexamethoxydiphenylacetylene via Stille-type coupling with bis-(tributylstannyl)acetylene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Liao, Gang; Zhang, Tao; Jin, Liang; Wang, Bing-Jie; Xu, Cheng-Kai; Lan, Yu; Zhao, Yu; Shi, Bing-Feng published an article in Angewandte Chemie, International Edition. The title of the article was 《Experimental and Computational Studies on the Directing Ability of Chalcogenoethers in Palladium-Catalyzed Atroposelective C-H Olefination and Allylation》.Synthetic Route of C9H11Br The author mentioned the following in the article:

The exptl. and DFT computational studies on the directing ability of chalcogenoether motifs in Pd-catalyzed atroposelective C-H functionalization was presented. The thioether motif was found to be a superior directing group compared to the corresponding ether and selenoether in terms of reactivity and enantiocontrol. Remarkably, DFT calculation provided a predictive model for the optimization of reaction conditions and the interpretation of the origin of enantioselectivity. Both Pd-catalyzed enantioselective C-H olefination and allylation reactions were successfully developed using chiral phosphoric acids as efficient ligands, providing a broad range of axially chiral biaryls in good yields with excellent enantioselectivities. The highly enantio- and diastereoselective construction of polyaryls bearing multiple stereogenic axes, gram-scale reaction and various chem. transformations make this protocol more attractive and significant. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Synthetic Route of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Synthetic Route of C9H11Br Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Ahmed, Mostafa; Kotp, Mohammed G.; Mansoure, Tharwat Hassan; Lee, Rong-Ho; Kuo, Shiao-Wei; El-Mahdy, Ahmed F. M. published an article in Microporous and Mesoporous Materials. The title of the article was 《Ultrastable carbazole-tethered conjugated microporous polymers for high-performance energy storage》.Application of 6825-20-3 The author mentioned the following in the article:

Conjugated microporous polymers (CMPs) have considered as organic porous polymers featuring combination of p-conjugated skeletons with permanent micro-porosity. In the present study, we report the synthesis of carbazole-tethered conjugated microporous polymers, BC-Py-CMP and BC-BF-CMP, resp., through the Suzuki-Miyaura coupling polymerization of the novel 3,3′,6,6′-tetraboronic-pinacolate-9,9′-bicarbazole (BC-4Bpin) with 1,3,6,8-tetrabromopyrene (Py-4Br) and 3,3′,6,6′-tetrabromo-9,9′-bifluorenylidene (BF-4Br). These CMPs exhibited extraordinary thermal stabilities (up to ca. 694 and 569 °C) and high surface areas (up to ca. 1030 m2 g-1). Moreover, the as-prepared BC-BF-CMP exhibited a high specific capacitance of 260 F g-1 at 0.5 A g-1 and showed outstanding cycling stability, having 89.60% capacitance retention of its authentic capacitance over 6000 cycles. The excellent electrochem. capacitances of the BC-BF-CMP were presumably due to the 9,9′-BF could easily accept one electron, causing the reduced form acquiring greater aromaticity by meeting Huckel′s requirements, as a result improving the electron transporting properties. Such CMPs tend to have tremendous potential to be used as a high-performance supercapacitors in energy storage systems. In addition to this study using 3,6-Dibromo-9H-carbazole, there are many other studies that have used 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Application of 6825-20-3) was used in this study.

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a pharmaceutical intermediate, and also an important intermediate of synthesizing optoelectronic materials. It has been used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent.Application of 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary