Month: October 2022

《Scope, Kinetics, and Mechanism of “”On Water”” Cu Catalysis in the C-N Cross-Coupling Reactions of Indole Derivatives》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Malavade, Vrunda; Patil, Manish; Patil, M.. Product Details of 6825-20-3 The article mentions the following:

In the presence of CuI and 1,10-phenanthroline, indoles and carbazoles underwent cross-coupling reactions with aryl iodides in (on) aqueous DME at 95° to yield N-aryl indoles and carbazoles. The reaction was accelerated significantly in aqueous DME over with DME or water alone. The kinetics and mechanism of the copper-catalyzed cross-coupling were studied; the mechanism, transition state structures and activation barriers, and effect of water on the oxidative addition and reductive elimination steps were studied using DFT calculations The water accelerated the cross-coupling rate acceleration by stabilizing the transition state of oxidative addition of iodobenzene to a copper phenanthroline complex (the rate-limiting step of reaction) through hydrogen bonding. The experimental part of the paper was very detailed, including the reaction process of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Product Details of 6825-20-3)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent. And it has been used in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.Product Details of 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Asymmetric Total Synthesis of (+)-Waihoensene》 was published in Journal of the American Chemical Society in 2020. These research results belong to Qu, Yongzheng; Wang, Zheyuan; Zhang, Zhongchao; Zhang, Wendou; Huang, Jun; Yang, Zhen. Category: bromides-buliding-blocks The article mentions the following:

The asym. total synthesis of (+)-waihoensene (I), which has a cis-fused [6,5,5,5] tetracyclic core bearing an angular triquinane, a cis-fused six-membered ring, and four contiguous quaternary carbon atoms, was achieved through a sequence of chem. reactions in a stereochem. well-defined manner. The total synthesis features the following: (1) Cu-catalyzed asym. conjugated 1,4-addition; (2) diastereoselective Conia-ene type reaction; (3) diastereoselective intramol. Pauson-Khand reaction; (4) Ni-catalyzed diastereoselective conjugated 1,4-addition; and (5) radical-initiated intramol. hydrogen atom transfer (HAT). Control experiments and d. functional theory calculations support the proposed HAT process.Methyltriphenylphosphonium bromide(cas: 1779-49-3Category: bromides-buliding-blocks) was used in this study.

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is used for methylenation through the Wittig reaction. It is utilized in the synthesis of an enyne and 9-isopropenyl -phenanthrene by using sodium amide as reagent. Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Decarboxylative Bromination of Sterically Hindered Carboxylic Acids with Hypervalent Iodine(III) Reagents》 was published in Organic Process Research & Development in 2020. These research results belong to Watanabe, Ayumi; Koyamada, Kenta; Miyamoto, Kazunori; Kanazawa, Junichiro; Uchiyama, Masanobu. Electric Literature of C4H7Br The article mentions the following:

Sterically hindered three-dimensional (3D) alkyl halides are promising precursors for various reactions; however, they are difficult to synthesize via conventional reactions. Reported is an efficient and practical method for decarboxylative bromination of sterically hindered 3D aliphatic carboxylic acids using com. available (diacetoxyiodo)benzene and potassium bromide, one of the most stable and cheapest bromine sources in nature. The method features a metal-free/Br2-free system, mild reaction conditions, one-pot operation under air at room temperature, wide functional group compatibility, and gram-scale synthetic capability. This highly efficient reaction cleanly converts a broad range of carboxylic acids, the most inexpensive and readily available sources of highly strained/naturally occurring/drug-related scaffolds, into the corresponding alkyl bromides in good to high yields. In the part of experimental materials, we found many familiar compounds, such as (Bromomethyl)cyclopropane(cas: 7051-34-5Electric Literature 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.Electric Literature of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins》 was published in Journal of the American Chemical Society in 2020. These research results belong to Alkayal, Anas; Tabas, Volodymyr; Montanaro, Stephanie; Wright, Iain A.; Malkov, Andrei V.; Buckley, Benjamin R.. Safety of Methyltriphenylphosphonium bromide The article mentions the following:

The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochem. approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.Methyltriphenylphosphonium bromide(cas: 1779-49-3Safety of Methyltriphenylphosphonium bromide) was used in this study.

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.Safety of Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Wide thermal range, exclusive occurrence of technically significant chiral nematic phase: synthesis and mesomorphism of cholesterol-based non-symmetric dimers》 was published in Bulletin of Materials Science in 2020. These research results belong to Nayak, Rashmi Ashwathama; Bhat, Sachin A.; Rao, D. S. Shankar; Yelamaggad, C. V.. Quality Control of 4-Bromobutanoic acid The article mentions the following:

Fifteen new non-sym. chiral dimers belonging to three different series have been synthesized and evaluated for their mesomorphic properties. They were formed by interlinking cholesterol with salicylaldimine (SAN) cores (with reverse imine groups) via an ω-oxyalkanoyloxy spacer. Within a series, the length of the terminal n-alkoxy tails had been varied for a fixed even-parity spacer. Three even-parity spacers such as 4-oxybutanoyloxy, 6-oxyhexanoyloxy and 8-oxyoctanoyloxy have been used to join two cores, whereas the terminal tails such as n-butyloxy, n-hexyloxy, n-octyloxy, n-decyloxy and n-dodecyloxy chains have been attached to the SAN core. Microscopic and calorimetric exptl. results show that all the dimers behave identically exhibiting the chiral nematic (N*) phase solely, which was authenticated by powder X-ray diffraction studies carried out on some selected samples. In the vast majority of the cases,the phase was thermodynamically stable, and while cooling, it exists over a wide thermal range covering room temperature(RT)due to supercooling. Finding was notable given the fact that the N* phase possesses technol. significant optical properties. At RT, the N* phase displayed one of the iridescent colors characteristically caused by interference and diffraction of the reflected and scattered light. A comparative study reveals that the lengths of both the terminal chain and central spacer influence the clearing temperature of the dimers, and also the temperature range of the N* phase. The selective reflection measurements revealed that the pitch of the N* phase was either temperature sensitive or temperature insensitive. Temperature-dependent CD (CD) spectra were recorded for the planar texture of the N* phase formed by a dimer, as a representative case. The presence of an intense neg. CD band suggests the left-handed screw sense of the N* phase helix. In the experiment, the researchers used 4-Bromobutanoic acid(cas: 2623-87-2Quality Control of 4-Bromobutanoic acid)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Quality Control of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《New Dual CK2/HDAC1 Inhibitors with Nanomolar Inhibitory Activity against Both Enzymes》 was published in ACS Medicinal Chemistry Letters in 2020. These research results belong to Rangasamy, Loganathan; Ortin, Irene; Zapico, Jose Maria; Coderch, Claire; Ramos, Ana; de Pascual-Teresa, Beatriz. Related Products of 17696-11-6 The article mentions the following:

Four potent CK2 inhibitors derived from CX-4945 are described. They also provided nanomolar activity against HDAC1, therefore having promising utility as dual-target agents for cancer. The linker length between the hydroxamic acid and the CX-4945 scaffold plays an important role in dictating balanced activity against the targeted enzymes. The seven-carbon linker (compound 15c) was optimal for inhibition of both CK2 and HDAC1. Remarkably, 15c showed 3.0 and 3.5 times higher inhibitory activity than the reference compounds CX-4945 (against CK2) and SAHA (against HDAC1), resp. Compound 15c exhibited micromolar activity in cell-based cytotoxic assays against multiple cell lines. In addition to this study using 8-Bromooctanoic acid, there are many other studies that have used 8-Bromooctanoic acid(cas: 17696-11-6Related Products 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. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Related Products of 17696-11-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design and synthesis of novel Flavone-based histone deacetylase inhibitors antagonizing activation of STAT3 in breast cancer》 was written by Wei, Mingming; Xie, Maodun; Zhang, Zhen; Wei, Yujiao; Zhang, Juan; Pan, Hongli; Li, Benlong; Wang, Jingjing; Song, Yang; Chong, Chuangke; Zhao, Rui; Wang, Jiefu; Yu, Li; Yang, Guang; Yang, Cheng. Computed Properties of C8H15BrO2 And the article was included in European Journal of Medicinal Chemistry in 2020. The article conveys some information:

In this study, a class of novel HDACs inhibitors I (R = H, 4-CH3OC6H4; R1 = H, C6H5, 4-CH3OC6H4, 4-OHC6H4; R2 = H, OH; X = (CH2)n, n = 1, 3, 4, 5, 6, 7), II•HCl (R3 = N(CH3)2, 4-methylpiperazin-1-yl, morpholin-4-yl, piperidin-1-yl, pyrrolidin-1-yl; Y = (CH2)n, n = 5, 6, 7; Z = (CH2)n, n = 2, 3) was designed and synthesized based on the structure of flavones and isoflavones, followed by biol. evaluation. To be specific, a lead compound II•HCl [R3 = N(CH3)2; Y = (CH2)5; Z = (CH2)2 (III)] was discovered with strong anti-proliferative effects on a variety of solid tumor cells, especially for breast cancer cells with resistance to SAHA. Studies demonstrated that III could significantly inhibit the activity of HDAC 1,2,3 (class I) and 6 (class IIB), leading to a dose-dependent accumulation of acetylated histones and α-Tubulin, cell cycle arrest (G1/S phase) and apoptosis in breast cancer cells. Furthermore, the lead compound III could also antagonize the activation of STAT3 induced by HDACs inhibition in some breast cancer cells, which further reduced the level of pro-survive proteins in tumor cells and enhanced anti-tumor activity regulated by STAT3 signaling in vivo. Overall, findings demonstrated that the novel compound III might be a HDACs inhibitor candidate, which could be used as promising chemotherapeutic agent for breast cancer. The experimental part of the paper was very detailed, including the reaction process of 8-Bromooctanoic acid(cas: 17696-11-6Computed Properties of C8H15BrO2)

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. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Computed Properties of C8H15BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Manganese-Catalyzed anti-Selective Asymmetric Hydrogenation of α-Substituted β-Ketoamides》 was written by Zhang, Linli; Wang, Zheng; Han, Zhaobin; Ding, Kuiling. Application of 14516-54-2 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

A Mn-catalyzed diastereo- and enantioselective hydrogenation of α-substituted β-ketoamides has been realized for the first time under dynamic kinetic resolution conditions. anti-α-Substituted β-hydroxy amides, which are useful building blocks for the synthesis of bioactive mols. and chiral drugs, were prepared in high yields with excellent selectivity (up to >99% dr and >99% ee) and unprecedentedly high activity (TON up to 10000). The origin of the excellent stereoselectivity was clarified by DFT calculations In the experiment, the researchers used many compounds, for example, Bromopentacarbonylmanganese(I)(cas: 14516-54-2Application of 14516-54-2)

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.Application of 14516-54-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Enhancing the Open-Circuit Voltage of Perovskite Solar Cells by Embedding Molecular Dipoles within Their Hole-Blocking Layer》 was written by Butscher, Julian F.; Intorp, Sebastian; Kress, Joshua; An, Qingzhi; Hofstetter, Yvonne J.; Hippchen, Nikolai; Paulus, Fabian; Bunz, Uwe H. F.; Tessler, Nir; Vaynzof, Yana. Reference of 2,5-Dibromothiophene And the article was included in ACS Applied Materials & Interfaces in 2020. The article conveys some information:

Engineering the energetics of perovskite photovoltaic devices through deliberate introduction of dipoles to control the built-in potential of the devices offers an opportunity to enhance their performance without the need to modify the active layer itself. In this work, we demonstrate how the incorporation of mol. dipoles into the bathocuproine (BCP) hole-blocking layer of inverted perovskite solar cells improves the device open-circuit voltage (VOC) and, consequently, their performance. We explore a series of four thiaazulenic derivatives that exhibit increasing dipole moments and demonstrate that these mols. can be introduced into the solution-processed BCP layer to effectively increase the built-in potential within the device without altering any of the other device layers. As a result, the VOC of the devices is enhanced by up to 130 mV, with larger dipoles resulting in higher VOC. To investigate the limitations of this approach, we employ numerical device simulations that demonstrate that the highest dipole derivatives used in this work eliminate all limitations on the VOC stemming from the built-in potential of the device. In the experimental materials used by the author, we found 2,5-Dibromothiophene(cas: 3141-27-3Reference of 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.Reference of 2,5-Dibromothiophene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Photocatalytically Active Conjugated Porous Polymers via Click Chemistry for Heterogeneous Dehydrogenation of Hydrazo Aromatics》 was written by Song, Chaoyang; Liu, Biao; Nie, Junqi; Ma, Chao; Lu, Cuifen; Wang, Feiyi; Yang, Guichun; Chen, Zuxing. Category: bromides-buliding-blocks And the article was included in ACS Sustainable Chemistry & Engineering in 2020. The article conveys some information:

Aromatic azo compounds are an important class of raw materials and are widely used in chem. industries. However, current synthetic methods have many disadvantages, which limit their practical utility. Here, we report a facile approach to prepare 1,2,3-triazole-contained conjugated porous polymers (CPPs; Ta-Ths) through click reaction of azide and terminal alkynes and employ the click-based CPPs for the first time as photocatalysts. By changing the structure of alkyne monomer, Ta-Ths with distinct optoelectronic properties are obtained to effectively catalyze the visible light-driven oxidative dehydrogenation of hydrazo aromatics Moreover, the Ta-Ths show much higher catalytic activity as compared with previous homogeneous photocatalysts. The CPP that possesses better charge transfer efficiency and lower charge recombination rate was found to have more catalytic activity than the others. In addition, this protocol was demonstrated on a gram scale without any erosion of yield. Furthermore, the polymer photocatalyst has shown reliable recyclability with no significant loss in its catalytic activity. The click-based conjugated porous polymers (Ta-Ths) are found to be highly active heterogeneous photocatalysts for the synthesis of aromatic azo compounds2,5-Dibromothiophene(cas: 3141-27-3Category: bromides-buliding-blocks) was used in this study.

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene polymerizes by debromination with magnesium catalyzed by nickel compounds to form poly(2,5- thienylene) .Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary