Month: October 2022

《Chemoselective semihydrogenation of alkynes catalyzed by manganese(I)-PNP pincer complexes》 was written by Garbe, Marcel; Budweg, Svenja; Papa, Veronica; Wei, Zhihong; Hornke, Helen; Bachmann, Stephan; Scalone, Michelangelo; Spannenberg, Anke; Jiao, Haijun; Junge, Kathrin; Beller, Matthias. Category: bromides-buliding-blocks And the article was included in Catalysis Science & Technology in 2020. The article conveys some information:

A general manganese catalyzed chemoselective semihydrogenation of alkynes R1CCR2 (R1 = Ph, 4-bromophenyl, 4-methoxyphenyl, 4-[methoxy(oxo)methane]phenyl, etc.; R2 = Ph, 4-chlorophenyl, 2-amino-5-chlorophenyl, pyridin-3-yl, etc.) to olefins R1HC=CHR2 in the presence of mol. hydrogen is described. The best results are obtained by applying the aliphatic Mn PNP pincer complex Mn-3c which allows the transformation of various substituted internal alkynes to the resp. Z-olefins under mild conditions and in high yields. Mechanistic investigations based on experiments and computations indicate the formation of the Z-isomer via an outer-sphere mechanism. In addition to this study using Bromopentacarbonylmanganese(I), there are many other studies that have used Bromopentacarbonylmanganese(I)(cas: 14516-54-2Category: bromides-buliding-blocks) was used in this study.

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

Siddiqui, Sheema; Bhawar, Ramesh; Geetharani, K. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Iron-Based Catalyst for Borylation of Unactivated Alkyl Halides without Using Highly Basic Organometallic Reagents》.Recommanded Product: 7051-34-5 The article contains the following contents:

The mild borylation of alkyl bromides and chlorides with bis(neopentylglycolato)diborane (B2neop2) mediated by iron-bis amide is described. The reaction proceeds with a broad substrate scope and good functional group compatibility. Moreover, sufficient catalytic activity was obtained for primary and secondary alkyl halides. Mechanistic studies indicate that the reaction proceeds through a radical pathway. In the part of experimental materials, we found many familiar compounds, such as (Bromomethyl)cyclopropane(cas: 7051-34-5Recommanded Product: 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.Recommanded Product: 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ruffell, Katie; Smith, Frances R.; Green, Michael T.; Nicolle, Simon M.; Inman, Martyn; Lewis, William; Hayes, Christopher J.; Moody, Christopher J. published their research in Chemistry – A European Journal in 2021. The article was titled 《Diazophosphonates: Effective Surrogates for Diazoalkanes in Pyrazole Synthesis》.Formula: C4H7BrO2 The article contains the following contents:

Diazophosphonates, readily prepared from α-ketophosphonates by oxidation of the corresponding hydrazones in batch or in flow, are useful partners in 1,3-dipolar cycloaddition reactions to alkynes to give N-H pyrazoles, including the first intramol. examples of such a process. The phosphoryl group imbues a number of desirable properties into the diazo 1,3-dipole. The electron-withdrawing nature of the phosphoryl stabilizes the diazo compound making it easier to handle, while the ability of the phosphoryl group to migrate readily in a [1,5]-sigmatropic rearrangement enables its transfer from C to N to aromatize the initial cycloadduct, and hence its facile removal from the final pyrazole product. Overall, the diazophosphonate acts as a surrogate for the much less stable diazoalkane in cycloadditions, with the phosphoryl group playing a vital, but traceless, role. The cycloaddition proceeds more readily with alkynes bearing electron-withdrawing groups, and is regiospecific with asym. alkynes. The potential of diazophosphonates for use in bioorthogonal cycloadditions is demonstrated by their facile addition to strained alkynes. In the experimental materials used by the author, we found 4-Bromobutanoic acid(cas: 2623-87-2Formula: C4H7BrO2)

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.).Formula: C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Navarro, Gemma; Gonzalez, Angel; Sanchez-Morales, Adria; Casajuana-Martin, Nil; Gomez-Ventura, Marc; Cordomi, Arnau; Busque, Felix; Alibes, Ramon; Pardo, Leonardo; Franco, Rafael published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Design of Negative and Positive Allosteric Modulators of the Cannabinoid CB2 Receptor Derived from the Natural Product Cannabidiol》.COA of Formula: C20H20BrP The article contains the following contents:

Cannabidiol (CBD), the second most abundant of the active compounds found in the Cannabis sativa plant, is of increasing interest because it is approved for human use and is neither euphorizing nor addictive. Here, we design and synthesize novel compounds taking into account that CBD is both a partial agonist, when it binds to the orthosteric site, and a neg. allosteric modulator, when it binds to the allosteric site of the cannabinoid CB2 receptor. Mol. dynamic simulations and site-directed mutagenesis studies have identified the allosteric site near the receptor entrance. This knowledge has permitted to perform structure-guided design of neg. and pos. allosteric modulators of the CB2 receptor with potential therapeutic utility. The experimental part of the paper was very detailed, including the reaction process of Ethyltriphenylphosphonium bromide(cas: 1530-32-1COA of Formula: 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. It is also used as catalysts in the synthesis of certain organic compounds and as a pharmaceutical intermediate.COA of Formula: C20H20BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Leitch, Jamie A.; Smallman, Harry R.; Browne, Duncan L. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Solvent-Minimized Synthesis of 4CzIPN and Related Organic Fluorophores via Ball Milling》.COA of Formula: C12H7Br2N The article contains the following contents:

The mechanochem. synthesis of 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile and related organic fluorophores/photocatalysts via a solvent-minimized four-fold SNAr pathway is herein described. Employing sodium tert-butoxide as base, and negating the need for any air/moisture-sensitive reaction set-ups, a selection of organic dyes was synthesized in just 1 h using this ball-milling technique. Furthermore, the transformation was then showcased on a multigram scale. 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: 6825-20-3COA of Formula: C12H7Br2N) 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.COA of Formula: C12H7Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ramachandran, P. Veeraraghavan; Hamann, Henry J. published their research in Organic Letters in 2021. The article was titled 《Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids》.Name: 4-Bromobenzoic acid The article contains the following contents:

Ammonia-borane serves as an efficient substoichiometric (10%) precatalyst for the direct amidation of both carboxylic acids RC(O)OH (R = Me, Ph, cyclohexyl, pyridin-2-yl, etc.) with amines R1NHR2 [R1 = hexyl, cyclohexyl, Bn, etc.; R2 = H, Me, pentyl, Bn; R1R2 = -(CH2)5-] for the preparation of carboxamides RC(O)N(R1)R2. In situ generation of amine-boranes R1NH(R2)BH3 precedes the amidation and, unlike the amidation with stoichiometric amine-boranes, this process is facile with 1 equiv of the acid. This methodol. has high functional group tolerance and chromatog.-free purification but is not amenable for esterification. The latter feature has been exploited to prepare hydroxyl- and thiol-containing amides RC(O)N(R1)R2 (R = 2-phenylethyl, R1 = 2-hydroxyethyl, R2 = H; R = Ph, R1 = 2-sulfanylethyl, R2 = H). In the part of experimental materials, we found many familiar compounds, such as 4-Bromobenzoic acid(cas: 586-76-5Name: 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.Name: 4-Bromobenzoic acid 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.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Wentao; Huang, Wei; Lin, Qian; Tsai, Mei-Hsuan; Zhang, Rui; Fan, Lijun; Scott, Jack D.; Liu, Guansai; Wan, Jinqiao published their research in Bioorganic & Medicinal Chemistry in 2021. The article was titled 《Development of DNA-compatible hydroxycarbonylation reactions using chloroform as a source of carbon monoxide》.Related Products of 76006-33-2 The article contains the following contents:

A robust palladium-catalyzed hydroxycarbonylation of aryl halides on DNA has been developed. Instead of Mo(CO)6 as a source of carbon monoxide as previously described in the literature, chloroform was used as a surrogate in this report for the purpose of avoiding to use a large excess of molybdenum reagent which is not totally soluble in aqueous reaction mixtures In the experiment, the researchers used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Related Products of 76006-33-2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Related Products of 76006-33-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Peng, Xiaopeng; Chen, Jingxuan; Li, Ling; Sun, Zhiqiang; Liu, Jin; Ren, Yichang; Huang, Junli; Chen, Jianjun published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Efficient Synthesis and Bioevaluation of Novel Dual Tubulin/Histone Deacetylase 3 Inhibitors as Potential Anticancer Agents》.Recommanded Product: Methyl 3-bromopropanoate The article contains the following contents:

Novel dual HDAC3/tubulin inhibitors were designed and efficiently synthesized by combining the pharmacophores of SMART (tubulin inhibitor) and MS-275 (HDAC inhibitor), among which compound 15c was found to be the most potent and balanced HDAC3/tubulin dual inhibitor with high HDAC3 activity (IC50 = 30 nM) and selectivity (SI > 1000) as well as excellent antiproliferative potency against various cancer cell lines, including an HDAC-resistant gastric cancer cell line (YCC3/7) with IC50 values in the range of 30-144 nM. Compound 15c inhibited B16-F10 cancer cell migration and colony formation. In addition, 15c demonstrated significant in vivo antitumor efficacy in a B16-F10 melanoma tumor model with a better TGI (70.00%, 10 mg/kg) than that of the combination of MS-275 and SMART. Finally, 15c presented a safe cardiotoxicity profile and did not cause nephro-/hepatotoxicity. Collectively, this work shows that compound 15c represents a novel tubulin/HDAC3 dual-targeting agent deserving further investigation as a potential anticancer agent. In the experiment, the researchers used Methyl 3-bromopropanoate(cas: 3395-91-3Recommanded Product: Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) 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: Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hwang, Nicky; Sun, Liren; Noe, Daisy; Lam, Patrick Y. S.; Zhou, Tianlun; Block, Timothy M.; Du, Yanming published an article in 2021. The article was titled 《Hepatoselective Dihydroquinolizinone Bis-acids for HBsAg mRNA Degradation》, and you may find the article in ACS Medicinal Chemistry Letters.Reference of Ethyl 5-bromovalerate The information in the text is summarized as follows:

Chronic hepatitis B (CHB) is characterized by high levels of hepatitis B virus (HBV) surface antigen (HBsAg) in blood circulation. A major goal of CHB interventions is reducing or eliminating this antigenemia; however, there are currently no approved methods that can do this. A novel family of compounds with a dihydroquinolizinone (DHQ) scaffold has been shown to reduce circulating levels of HBsAg in animals, representing a first for a small mol. Reductions of HBsAg were a result of the compound’s effect on HBsAg mRNA levels. However, com. development by Roche of a DHQ lead compound, RG-7834, was stopped due to undisclosed toxicity issues. Herein we report our effort to convert the systemic RG7834 compound to a hepatoselective DHQ analog to limit its distribution to the bloodstream and thus to other body tissues. The experimental process involved the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Reference of 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.Reference of Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Xuting; Fan, Lili; Xu, Ben; Shang, Yanxue; Li, Mengfei; Zhang, Ling; Liu, Shuo; Kang, Zixi; Liu, Zhanning; Lu, Xiaoqing; Sun, Daofeng published an article in 2021. The article was titled 《Single-Atom-like B-N3 Sites in Ordered Macroporous Carbon for Efficient Oxygen Reduction Reaction》, and you may find the article in ACS Applied Materials & Interfaces.Reference of Tris(4-bromophenyl)amine The information in the text is summarized as follows:

On the premise of cleanliness and stability, improving the catalytic efficiency for the oxygen reduction reaction in the electrode reaction of fuel cells and metal-air batteries is of vital importance. Studies have shown that heteroatom doping and structural optimization are efficient strategies. Herein, a single-atom-like B-N3 configuration in carbon is designed for efficient oxygen reduction reaction catalysis inspired by the extensively studied transition metal M-Nx sites, which is supported on the ordered macroporous carbon prepared by utilizing a hydrogen-bonded organic framework as carbon and nitrogen sources and SiO2 spheres as a template. The co-doping of B/N and ordered macroporous structures promote the metal-free material high oxygen reduction catalytic performance in alk. media. DFT calculations reveal that the B-N3 structure played a key role in enhancing the oxygen reduction activity by providing rich favorable *OOH and *OH adsorption sites on the B center. The promoted formation of *OH/*OOH intermediates accelerated the electrocatalyst reaction. This study provides new insights into the design of single-atom-like nonmetallic ORR electrocatalysts and synthesis of ordered macroporous carbons based on hydrogen-bonded organic frameworks. The results came from multiple reactions, including the reaction of Tris(4-bromophenyl)amine(cas: 4316-58-9Reference of Tris(4-bromophenyl)amine)

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary