Category: bromides-buliding-blocks

Lu, Dengfu published the artcileCu-Catalyzed C_(sp3)-N Coupling and Alkene Carboamination Enabled by Ligand-Promoted Selective Hydrazine Transfer to Alkyl Radicals, Recommanded Product: Ethylbromofluoroacetate, the publication is ACS Catalysis (2022), 12(6), 3269-3278, database is CAplus.

In this work, di-tert-Bu hydrazodiformate was found to be a unique effective amination reagent in Cu-catalyzed C(sp³)-N bond formation reactions that involve alkyl radical intermediates. This method was applicable to both electron-deficient and electron-rich radicals, and were able to achieve the direct C-N coupling of activated bromides, as well as the carboamination of general alkenes based on this chem. Mechanistic studies suggested that the hydrazodiformate forms a reducing dinuclear complex with Cu and the ligand which, upon 1e-oxidation, turns into an open-shell species with the major spin d. on N atoms. With the assistance of a ligand, this species can selectively deliver the hydrazine moiety onto an alkyl radical (prior to halide transfer), leading to the formation of a C(sp³)-N bond. The products obtained with this amination method could be easily deprotected to afford alkyl hydrazines and further derived to primary amines or N-heterocycles.

ACS Catalysis published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Recommanded Product: Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ding, Xiao published the artcileDe Novo Design, Synthesis and Evaluation of Benzylpiperazine Derivatives as Highly Selective Binders of Mcl-1, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is ChemMedChem (2013), 8(12), 1986-2014, database is CAplus and MEDLINE.

Considerable efforts have been made towards the development of small-mol. inhibitors of antiapoptotic B-cell lymphoma 2 (Bcl-2) family proteins (such as Bcl-2, Bcl-x_L, and Mcl-1) as a new class of anticancer therapies. Unlike general inhibitors of the entire family, selective inhibitors of each member protein can hopefully reduce the adverse side effects in chemotherapy treatments of cancers overexpressing different Bcl-2 family proteins. In this study, we designed four series of benzylpiperazine derivatives as plausible Bcl-2 inhibitors based on the outcomes of a computational algorithm. A total of 81 compounds were synthesized, and their binding affinities to Bcl-2, Bcl-x_L, and Mcl-1 measured. Encouragingly, 22 compounds exhibited binding affinities in the micromolar range (K_i<20 μM) to at least one target protein. Moreover, some compounds were observed to be highly selective binders to Mcl-1 with no detectable binding to Bcl-2 or Bcl-x_L, among which the most potent one, I, has a K_i value of 0.18 μM for Mcl-1. Binding modes of four selected compounds to Mcl-1 and Bcl-x_L were derived through mol. docking and mol. dynamics simulations. It seems that the binding affinity and selectivity of these compounds can be reasonably interpreted with these models. Our study demonstrated the possibility for obtaining selective Mcl-1 inhibitors with relatively simple chem. scaffolds. The active compounds identified by us could be used as lead compounds for developing even more potent selective Mcl-1 inhibitors with potential pharmaceutical applications.

ChemMedChem published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yang, Wu published the artcileLewis acid-assisted Ir(III) reductive elimination enables construction of seven-membered-ring sulfoxides, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Chemical Science (2020), 11(37), 10149-10158, database is CAplus and MEDLINE.

Iridium has played an important role in the evolution of C-H activation chem. over the last half century owing to its high reactivity towards stoichiometric C-H bond cleavage; however, the use of Ir(III) complexes in catalytic C-H functionalization/C-C bond formation appears to have fallen off significantly. The main problem lies in the reductive elimination step, as iridium has a tendency to form stable and catalytically inactive Ir(III) species. Herein, with a rationally designed Lewis acid assisted oxidatively induced strategy, the sluggish Ir(III) reductive elimination is successfully facilitated, enabling the facile C-C bond formation. The X-ray crystal structure of a silver salt adduct of iridacycle and DFT calculations demonstrate that the sulfoxide group acts as a key bridge connecting the Ir(III) metal center with the silver Lewis acid, which facilitates the reductive elimination of the Ir(III) metallacycle. Further identification of oxidants was carried out by performing stoichiometric reactions, which enables the development of catalytic construction of various highly functionalized seven-membered-ring sulfoxides e.g., 5,7-dihydrodibenzo[c,e]thiepine 6-oxide, that are of great interest in medicinal chem. and materials science.

Chemical Science published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C23H20BN, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gruetzmacher, Hans F. published the artcileMass spectrometry of unstable organic molecules. IX. Evidence for isomeric dehydronaphthalenes from pyrolysis-mass spectrometry, Application of 1,3-Dibromonaphthalene, the publication is Justus Liebigs Annalen der Chemie (1975), 2023-32, database is CAplus.

Thermal fragmentations of substituted naphthalenes (e.g. I; R,R1 = Br; R,R1 = NO2, R = NO2, R1 = iodo; II; R,R1 = Br; R,R1 = NO2) were examined via pyrolysis mass spectrometry. 1,4- And 1,3-disubstituted naphthalenes produce o-diethynylbenzene (ionization potential = 8.96 ± 0.05 eV); the other disubstituted naphthalenes produce dehydronaphthalenes. The ionization potentials of the dehydronaphthalenes were determined

Justus Liebigs Annalen der Chemie published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Application of 1,3-Dibromonaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Lenstra, Danny C. published the artcileSustainable organophosphorus-catalysed Staudinger reduction, SDS of cas: 147181-08-6, the publication is Green Chemistry (2018), 20(19), 4418-4422, database is CAplus.

A highly efficient and sustainable catalytic Staudinger reduction for the conversion of organic azides to amines in excellent yields was developed. The reaction displayed excellent functional group tolerance to functionalities that were otherwise prone to reduction, such as sulfones, esters, amides, ketones, nitriles, alkenes and benzyl ethers. The green nature of the reaction was exemplified by the use of PMHS, CPME and a lack of column chromatog.

Green Chemistry published new progress about 147181-08-6. 147181-08-6 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Salt,Amine,Benzene, name is (4-Bromo-2-fluorophenyl)methanamine hydrochloride, and the molecular formula is C7H8BrClFN, SDS of cas: 147181-08-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Diemer, Vincent published the artcileEfficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes, Quality Control of 1075719-78-6, the publication is European Journal of Organic Chemistry (2011), 327-340, S327/1-S327/51, database is CAplus.

1,2-Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene, 1,2-dibromo-4-iodobenzene, and 2,3-dibromo-1,4-diiodobenzene act as intermediates in these syntheses.

European Journal of Organic Chemistry published new progress about 1075719-78-6. 1075719-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C12H15BBr2O2, Quality Control of 1075719-78-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Jenkins, T. E. published the artcileThe Raman spectrum of 2,3-dibromo-2,3-dimethylbutane between 15 K and room temperature, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (1980), 36A(5), 491-4, database is CAplus.

The Raman spectrum of (BrCMe₂)₂ was determined at 15-300 K. A gauche conformer is present at room temperature A phase transition was observed at 185 K. Another orientational phase transition at ∼77 K was discussed.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fetin, P. A. published the artcileComb-like polyelectrolytes – new surfactants with controlled solubilization capacity, Safety of 1-Bromododecane, the publication is Journal of Molecular Liquids (2022), 119085, database is CAplus.

Cationic surface-active monomers with 11-acryloyloxyundecyl tail in quaternary ammonium group and the corresponding comb-like polyelectrolytes are investigated. The sources of quaternary ammonium were aliphatic amines (trimethylamine and triethylamine) or aromatic and aliphatic cyclic amines (N-methylpiperidine, N-methylmorpholine, pyridine, quinoline). The monomer to polymer transformation increases the solubilization capacity of surfactant in one order of magnitude. The comb-like polyelectrolytes are capable to effective solubilization of hydrophobic probe over the wide concentration range including extremely low concentrations of the polymer. There aren’t any precipitations of comb-like polyelectrolytes with temperature decrease unlike of many ionic low-mol. weight surfactants. Solubilization capacity of the hydrophobic probe by comb-like polyelectrolyte is slightly influenced by the mol. weight of the polymer and is determined by the nature of the ionic group of comb-like polyelectrolyte and counterion.

Journal of Molecular Liquids published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, Safety of 1-Bromododecane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ju, Cheng-Wei published the artcileModular Synthesis of Pentagonal and Hexagonal Ring-Fused NBN-Phenalenes Leading to an Excited-State Aromatization-Induced Structural Planarization Molecular Library, Quality Control of 89694-44-0, the publication is Journal of the American Chemical Society (2021), 143(15), 5903-5916, database is CAplus and MEDLINE.

Although polycyclic aromatic hydrocarbons (PAHs) with a nitrogen-boron-nitrogen (NBN) moiety have recently attracted tremendous interest due to their intriguing electronic and optoelectronic properties, all of the NBN-fused π-systems reported to date are called NBN-dibenzophenalenes and were synthesized by electrophilic aromatic substitution. The synthesis of NBN-phenalenes remains challenging, and transition-metal catalysis has never been utilized to construct NBN-embedded π-scaffolds. Herein, a palladium-catalyzed cyclization/bicyclization strategy was developed for the synthesis of diverse pentagonal and hexagonal ring-fused NBN-phenalenes and half-NBN-phenalenes. All of the NBN-embedded π-scaffolds presented in our paper are fluorescent in both solution and the solid state. Further investigations showed that the five-membered NBN rings exhibit the properties of traditional luminogens, while those with a six-membered NBN ring generally undergo photoinduced structural planarization (PISP) and exhibit different colors and quantum yields of fluorescence with different concentrations in solution Time-resolved spectroscopy and TD-DFT calculations revealed that excited-state aromatization is the driving force for PISP in hexagonal ring-fused NBN-π systems, leading to the formation of excimers. Notably, the scope of PISP compounds is still quite limited, and PISP has never been observed in NBN-π systems before. These hexagonal ring-fused NBN-π systems constitute a novel PISP mol. library and appear to be a new class of aggregation-induced excimer emission (AIEE) materials. Finally, the AIEE behavior of these six-membered NBN rings was applied to the detection of nitro explosives, achieving excellent sensitivity. In general, this work provides a new viewpoint for synthesizing NBN-fused π-systems and understanding the excited-state motion of luminogens.

Journal of the American Chemical Society published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Quality Control of 89694-44-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhou, Jianwei published the artcileESR studies of the photolysis of (Ph₃P)₃Cu_nX_n and (Ph₃P)(biL)CuX, Application In Synthesis of 25753-84-8, the publication is Huaxue Xuebao (1987), 45(1), 74-6, database is CAplus.

Active radicals in the photolysis of (Ph₃P)₃Cu_nX_n (n = 1, 2; X = Cl, Br, I, CN) and (Ph₃P)(biL)CuX (X = Cl, Br, I; biL = 2,2′-dipyridyl, 1,10-phenanthroline) were investigated by combination of spin trapping technique, chromatog. and ESR spectroscopy. The formation of free radicals Ph. and Ph₂P. was confirmed by the hyperfine structure of the ESR spectra of the spin adducts formed between Ph. or Ph₂P. and phenyl-tert-butylnitrone.

Huaxue Xuebao published new progress about 25753-84-8. 25753-84-8 belongs to bromides-buliding-blocks, auxiliary class Copper, name is Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), and the molecular formula is C7H13ClNNaO5S, Application In Synthesis of 25753-84-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary