Month: October 2022

In 2010,Payne, Sara L.; Rodriguez-Aristegui, Sonsoles; Bardos, Julia; Cano, Celine; Golding, Bernard T.; Hardcastle, Ian R.; Peacock, Marcus; Parveen, Nahida; Griffin, Roger J. published 《Mapping the ATP-binding domain of DNA-dependent protein kinase (DNA-PK) with coumarin- and isocoumarin-derived inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: 3-Bromo-2-methylbenzoic acid The information in the text is summarized as follows:

Replacement of the core heterocycle of a defined series of chromen-4-one DNA-PK inhibitors by the isomeric chromen-2-one (coumarin) and isochromen-1-one (isocoumarin) scaffolds was investigated. Structure-activity relationships for DNA-PK inhibition were broadly consistent, albeit with a reduction of potency compared with the parent chromenone. In the experiment, the researchers used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Recommanded Product: 3-Bromo-2-methylbenzoic acid)

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. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Recommanded Product: 3-Bromo-2-methylbenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Journal of the American Chemical Society included an article by Phelan, James P.; Lang, Simon B.; Sim, Jaehoon; Berritt, Simon; Peat, Andrew J.; Billings, Katelyn; Fan, Lijun; Molander, Gary A.. Synthetic Route of C7H5BrO2. The article was titled 《Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA-Encoded Library Synthesis》. The information in the text is summarized as follows:

DNA-encoded library (DEL) technol. is a powerful tool commonly used by the pharmaceutical industry for the identification of compounds with affinity to biomol. targets. Success in this endeavor lies in sampling diverse chem. libraries. However, current DELs tend to be deficient in C(sp3) carbon counts. The authors report unique solutions to the challenge of increasing both the chem. diversity of these libraries and their C(sp3) carbon counts by merging Ni/photoredox dual catalytic C(sp2)-C(sp3) cross-coupling as well as photoredox-catalyzed radical/polar crossover alkylation protocols with DELs. The successful integration of multiple classes of radical sources enables the rapid incorporation of a diverse set of alkyl fragments. In the experimental materials used by the author, we found 4-Bromobenzoic acid(cas: 586-76-5Synthetic Route of C7H5BrO2)

4-Bromobenzoic acid(cas: 586-76-5) has been 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.Synthetic Route of C7H5BrO2 It was used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Angewandte Chemie, International Edition included an article by Meng, Qing-Yuan; Schirmer, Tobias E.; Katou, Kousuke; Koenig, Burkhard. Recommanded Product: 1779-49-3. The article was titled 《Controllable Isomerization of Alkenes by Dual Visible-Light-Cobalt Catalysis》. The information in the text is summarized as follows:

Thermodn. and kinetic isomerization of alkenes accomplished by the combination of visible light with Co catalysis is reported. Utilizing Xantphos as the ligand, the most stable isomers are obtained, while isomerizing terminal alkenes over one position can be selectively controlled by using DPEphos as the ligand. The presence of the donor-acceptor dye 4CzIPN accelerates the reaction further. Transformation of exocyclic alkenes into the corresponding endocyclic products could be efficiently realized by using 4CzIPN and Co(acac)2 in the absence of any addnl. ligands. Spectroscopic and spectroelectrochem. investigations indicate CoI being involved in the generation of a Co hydride, which subsequently adds to alkenes initiating the isomerization. After reading the article, we found that the author used Methyltriphenylphosphonium bromide(cas: 1779-49-3Recommanded Product: 1779-49-3)

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. Recommanded Product: 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Asian Journal of Organic Chemistry included an article by Nozawa-Kumada, Kanako; Kurosu, Satoshi; Shigeno, Masanori; Kondo, Yoshinori. Recommanded Product: 7073-94-1. The article was titled 《Peroxydisulfate-Mediated Transition-Metal-Free Oxidative C(sp3)-H Bond Lactonization》. The information in the text is summarized as follows:

An inexpensive, powerful and eco-friendly method for transition-metal-free oxidative C(sp3)-H bond lactonization was developed using sodium peroxydisulfate as the sole oxidant. The cyclization of 2-alkylbenzoic acids containing a primary, secondary or tertiary carbon at the benzylic position proceeded smoothly, affording a variety of lactone derivatives Furthermore, various functional groups such as halogen, cyano, nitro and hydroxy groups were tolerated under the reaction conditions. In the experimental materials used by the author, we found 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Recommanded Product: 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Recommanded Product: 7073-94-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Journal of the American Chemical Society included an article by Huang, Liangbin; Ackerman, Laura K. G.; Kang, Kai; Parsons, Astrid M.; Weix, Daniel J.. Quality Control of Ethyl 4-bromobutyrate. The article was titled 《LiCl-Accelerated Multimetallic Cross-Coupling of Aryl Chlorides with Aryl Triflates》. The information in the text is summarized as follows:

While the synthesis of biaryls has advanced rapidly in the past decades, cross-Ullman couplings of aryl chlorides, the most abundant aryl electrophiles, have remained elusive. Reported here is a general cross-Ullman coupling of aryl chlorides with aryl triflates. The selectivity challenge associated with coupling an inert electrophile with a reactive one is overcome using a multimetallic strategy with the appropriate choice of additive. Studies demonstrate that LiCl is essential for effective cross-coupling by accelerating the reduction of Ni(II) to Ni(0) and counteracting autoinhibition of reduction at Zn(0) by Zn(II) salts. The modified conditions tolerate a variety of functional groups on either coupling partner (42 examples), and examples include a three-step synthesis of flurbiprofen. The experimental part of the paper was very detailed, including the reaction process of Ethyl 4-bromobutyrate(cas: 2969-81-5Quality Control of Ethyl 4-bromobutyrate)

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Quality Control of Ethyl 4-bromobutyrate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Beilstein Journal of Organic Chemistry included an article by Kobayashi, Yoichi; Mamiya, Yukie; Mutoh, Katsuya; Sotome, Hikaru; Koga, Masafumi; Miyasaka, Hiroshi; Abe, Jiro. Category: bromides-buliding-blocks. The article was titled 《Excited state dynamics for visible-light sensitization of a photochromic benzil-subsituted phenoxyl-imidazolyl radical complex》. The information in the text is summarized as follows:

Visible-light sensitized photoswitches have been paid particular attention in the fields of life sciences and materials science because long-wavelength light reduces photodegradation, transmits deep inside of matters, and achieves the selective excitation in condensed systems. Among various photoswitch mols., the phenoxyl-imidazolyl radical complex (PIC) is a recently developed thermally reversible photochromic mol. whose thermal back reaction can be tuned from tens of nanoseconds to tens of seconds by rational design of the mol. structure. While the wide range of tunability of the switching speed of PIC opened up various potential applications, no photosensitivity to visible light limits its applications. In this study, we synthesized a visible-light sensitized PIC derivative conjugated with a benzil unit. Femtosecond transient absorption spectroscopy revealed that the benzil unit acts as a singlet photosensitizer for PIC by the Dexter-type energy transfer. Visible-light sensitized photochromic reactions of PIC are important for expanding the versatility of potential applications to life sciences and materials science. The results came from multiple reactions, including the reaction of o-Bromobenzaldehyde(cas: 6630-33-7Category: bromides-buliding-blocks)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Category: bromides-buliding-blocksIt is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Journal of Colloid and Interface Science included an article by Zoratto, Nicole; Grillo, Isabelle; Matricardi, Pietro; Dreiss, Cecile A.. Safety of 4-Bromobutanoic acid. The article was titled 《Supramolecular gels of cholesterol-modified gellan gum with disc-like and worm-like micelles》. The information in the text is summarized as follows:

The association between a hydrophobically modified polysaccharide, gellan gum, with micelles based on a surfactant bearing the same hydrophobic tail as pendant groups was investigated by rheol. and small-angle neutron scattering (SANS). Gellan gum grafted with cholesterol groups (20% mol/mol tetrasaccharide unit), GeCh, was mixed with polyoxyethylene cholesteryl ether (ChEO10), which comprises a cholesterol group as the tail linked to a small polyoxyethylene headgroup, and self-assembles into micelles with an unusual disk-like morphol. The addition of 0.5% polymer to solutions of ChEO10 induced a remarkable transition from a Newtonian fluid to a predominantly solid-like viscoelastic behavior, leading to a ×105 increase in zero-shear viscosity (with 5% ChEO10). Increasing surfactant concentration led to an enhancement of the viscoelasticity, but the elastic modulus G’ reached a plateau around 15% surfactant, attributed to a saturation of the sticker groups. The effect of micellar morphol. on the network was studied by adding a small headgroup co-surfactant, triethylene glycol monododecyl ether, to ChEO10 micelles, which drives their elongation into wormlike micelles. Networks obtained with the long, flexible micelles displayed enhanced solid-like behavior, with no cross-over between G’ and G” over the measured range of frequencies, reflecting relaxation times of the order of minutes or hours. The morphol. of the gels studied by SANS revealed a scattering dominated by strongly interacting micelles (described by disks of 140 Å diameter and a hydrated ∼38 Å PEO corona) and the presence of micellar clusters induced by the presence of the polymer. The scattering data therefore confirm that the onset of gelation is due to surfactant micelles acting as junction points for the network. The results came from multiple reactions, including the reaction of 4-Bromobutanoic acid(cas: 2623-87-2Safety 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.).Safety of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Journal of the American Chemical Society included an article by Chen, Xiao-Wang; Zhu, Lei; Gui, Yong-Yuan; Jing, Ke; Jiang, Yuan-Xu; Bo, Zhi-Yu; Lan, Yu; Li, Jing; Yu, Da-Gang. Quality Control of Methyltriphenylphosphonium bromide. The article was titled 《Highly Selective and Catalytic Generation of Acyclic Quaternary Carbon Stereocenters via Functionalization of 1,3-Dienes with CO2》. The information in the text is summarized as follows:

A highly selective copper-catalyzed generation of chiral all-carbon acyclic quaternary stereocenters via functionalization of 1,3-dienes with CO2 is reported. A variety of readily available 1,1-disubstituted 1,3-dienes, as well as a 1,3,5-triene, undergo reductive hydroxymethylation with high chemo-, regio-, E/Z-, and enantioselectivities. The reported method features good functional group tolerance, is readily scaled up to at least 5 mmol of starting diene, and generates chiral products that are useful building blocks for further derivatization. Systemic mechanistic investigations using d. functional theory calculations were performed and provided the first theor. investigation for an asym. transformation involving CO2. These computational results indicate that the 1,2-hydrocupration of 1,3-diene proceeds with high π-facial selectivity to generate an (S)-allylcopper intermediate, which further induces the chirality of the quaternary carbon center in the final product. The 1,4-addition of an internal allylcopper complex, which differs from previous reports involving terminal allylmetallic intermediates, to CO2 kinetically determines the E/Z- and regioselectivity. The rapid reduction of a copper carboxylate intermediate to the corresponding silyl-ether in the presence of Me(MeO)2SiH provides the exergonic impetus and leads to chemoselective hydroxymethylation rather than carboxylation. These results provide new insights for guiding further development of asym. C-C bond formations with CO2. After reading the article, we found that the author used Methyltriphenylphosphonium bromide(cas: 1779-49-3Quality Control of Methyltriphenylphosphonium bromide)

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.Quality Control of Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Intermolecular 1,4-Carboamination of Conjugated Dienes Enabled by Cp*RhIII-Catalyzed C-H Activation》 were Pinkert, Tobias; Wegner, Tristan; Mondal, Shobhan; Glorius, Frank. And the article was published in Angewandte Chemie, International Edition in 2019. Electric Literature of C19H18BrP The author mentioned the following in the article:

A protocol for the three-component 1,4-carboamination of dienes is described. Synthetically versatile Weinreb amides were coupled with 1,3-dienes and readily available dioxazolones as the nitrogen source using [Cp*RhCl2]2-catalyzed C-H activation to deliver the 1,4-carboaminated products. This transformation proceeds under mild reaction conditions and affords the products with high levels of regio- and E-selectivity. Mechanistic investigations suggest an intermediate RhIII-allyl species is trapped by an electrophilic amidation reagent in a redox-neutral fashion. The experimental part of the paper was very detailed, including the reaction process of Methyltriphenylphosphonium bromide(cas: 1779-49-3Electric Literature of C19H18BrP)

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.Electric Literature of C19H18BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Palladium-Catalyzed Construction of Quaternary Stereocenters by Enantioselective Arylation of γ-Lactams with Aryl Chlorides and Bromides》 were Jette, Carina I.; Geibel, Irina; Bachman, Shoshana; Hayashi, Masaki; Sakurai, Shunya; Shimizu, Hideki; Morgan, Jeremy B.; Stoltz, Brian M.. And the article was published in Angewandte Chemie, International Edition in 2019. Synthetic Route of C7H4BrF3 The author mentioned the following in the article:

The first Pd-catalyzed enantioselective arylation of α-substituted γ-lactams were reported. Two sets of conditions were developed for this transformation, allowing for the use of either aryl chlorides or bromides as electrophiles. Utilizing a highly electron-rich dialkylphosphine ligand, α-quaternary centers in good yields (up to 91% yield) and high enantioselectivities (up to 97% ee) was constructed.1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Synthetic Route of C7H4BrF3) was used in this study.

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. Synthetic Route of C7H4BrF3 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary