Author: Jessica.F

Li, Songyi published the artcileTransition Metal Free Stannylation of Alkyl Halides: The Rapid Synthesis of Alkyltrimethylstannanes, Safety of 1-Bromododecane, the publication is Journal of Organic Chemistry (2022), 87(6), 4291-4297, database is CAplus and MEDLINE.

A transition metal free stannylation reaction of alkyl bromides and iodides with hexamethyldistannane was developed. This protocol is operationally convenient and features a rapid reaction and good functional group tolerance. A wide range of functionalized primary and secondary alkyl and benzyl tri-Me stannanes were prepared in moderate to excellent yields. The success of the gram-scale procedure and tandem Stille coupling reaction has allowed this protocol to demonstrate potential for application in organic synthesis. Both exptl. and theor. studies reveal the mechanistic details of this stannylation reaction.

Journal of Organic Chemistry 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

Li, Songyi published the artcileTransition Metal Free Stannylation of Alkyl Halides: The Rapid Synthesis of Alkyltrimethylstannanes, Formula: C8H17Br, the publication is Journal of Organic Chemistry (2022), 87(6), 4291-4297, database is CAplus and MEDLINE.

A transition metal free stannylation reaction of alkyl bromides and iodides with hexamethyldistannane was developed. This protocol is operationally convenient and features a rapid reaction and good functional group tolerance. A wide range of functionalized primary and secondary alkyl and benzyl tri-Me stannanes were prepared in moderate to excellent yields. The success of the gram-scale procedure and tandem Stille coupling reaction has allowed this protocol to demonstrate potential for application in organic synthesis. Both exptl. and theor. studies reveal the mechanistic details of this stannylation reaction.

Journal of Organic Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Formula: C8H17Br.

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

Liang, Hua published the artcileOrtho-hydroxyl-oriented tandem-responsive diacylhydrazones with super sensitivity for Al³⁺ and subsequent potential recognition of Cu²⁺, SDS of cas: 1207448-58-5, the publication is Sensors and Actuators, B: Chemical (2018), 62-69, database is CAplus.

Structure is a crucial factor to decide the selectivity and sensitivity of chemosensors. In this work, a diacylhydrazone 2a and its congeneric derivatives 2b-2d were synthesized and their applications for Al³⁺ detection were investigated. Except 2d, all the other compounds exhibit notable turn-on fluorescence toward Al³⁺ over 15 other metal ions and the sensitivities of 2b and 2c are even higher after modification, illustrating ortho-OH indispensability in their structures for sensing. Reversibility investigation shows that the sensors all have regeneration ability. Meanwhile, the sensor-Al³⁺ systems show selective fluorescence turn-off for Cu²⁺, providing a potential platform for tandem recognition of Al³⁺ and Cu²⁺. 2a as a standard, shows a 1:2 molar ratio to Al³⁺ confirmed by Job′s plot, ¹H NMR spectra and mass spectra, and its detection limit for Al³⁺ is 7.63 nM in ethanol. It has relevant sensitivity over pH 3-9, with the highest sensitivity at around pH 4. Apart from Al³⁺ detection, anion selectivity was also explored and it shows that 2a, 2b and 2c all have selectivity toward CN^– evidenced by UV-vis spectra.

Sensors and Actuators, B: Chemical published new progress about 1207448-58-5. 1207448-58-5 belongs to bromides-buliding-blocks, auxiliary class Bromide,Benzene,Phenol,Ether,Aldehyde, name is 4-((6-Bromohexyl)oxy)-2-hydroxybenzaldehyde, and the molecular formula is C13H17BrO3, SDS of cas: 1207448-58-5.

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

Zhao, Binlin published the artcileAn Olefinic 1,2-Boryl-Migration Enabled by Radical Addition: Construction of gem-Bis(boryl)alkanes, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2019), 58(28), 9448-9452, database is CAplus and MEDLINE.

A series of in situ formed alkenyl diboronate complexes from alkenyl Grignard reagents (com. available or prepared from alkenyl bromides and Mg) with B₂Pin₂ (bis(pinacolato)diboron) react with diverse alkyl halides by a Ru photocatalyst to give various gem-bis(boryl)alkanes. Alkyl radicals add efficiently to the alkenyl diboronate complexes, and the adduct radical anions undergo radical-polar crossover, specifically, a 1,2-boryl-anion shift from boron to the α-carbon sp² center. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage functionalization in complex compounds Measurements of the quantum yield reveal that a radical-chain mechanism is operative in which the alkenyl diboronates acts as reductive quencher for the excited state of the photocatalyst.

Angewandte Chemie, International Edition 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 C11H22N2O4, Recommanded Product: Ethylbromofluoroacetate.

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

Li, Yangyang published the artcileNickel-catalyzed migratory alkyl-alkyl cross-coupling reaction, Recommanded Product: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is Chemical Science (2020), 11(38), 10461-10464, database is CAplus and MEDLINE.

A migratory cross-coupling strategy, which can overcome this obstacle to access the desired cross-coupling products ArCH(R)(CH₂)_nCR¹R²R³ (Ar = Ph, 4-fluorophenyl, indol-3-yl, etc.; R = cyclopentyl, cyclohexyl, cycloheptyl, N-benzyl-piperidin-4-yl, 2-methyl-propan-1-yl; R¹ = H, D; R² = H, D; R³ = H; n = 0-3, 5), 1-cyclopentyl-indan, 1-cycloheptyl-indan, (1-cyclopentyl-3-methyl-pentyl)benzene was described. Accordingly, a selective migratory cross-coupling of two alkyl electrophiles (RBr, ArCH(R)(CH₂)_nCR¹R²R³ (R³ = Br or Cl), 2-bromoindan, (5-bromo-1-cyclopentyl-3-methyl-pentyl)benzene) has been accomplished by nickel catalysis. Remarkably, this alkyl-alkyl cross-coupling reaction provides a platform to prepare 2°-2° carbon-carbon bonds from 1° and 2° carbon coupling partners. Preliminary mechanistic studies suggest that chain-walking occurs at both alkyl halides in this reaction, thus a catalytic cycle with the key step involving two alkylnickel(II) species is proposed for this transformation.

Chemical Science published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Recommanded Product: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

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

Wang, Xin-Gang published the artcileRuthenium(II)-catalyzed selective C-H difluoroalkylation of aniline derivatives with pyrimidyl auxiliaries, Application In Synthesis of 401-55-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(68), 9541-9544, database is CAplus and MEDLINE.

A ruthenium-catalyzed alternative para- and meta-difluoroalkylation of anilines is herein reported. The reaction tolerates a broad range of aniline derivatives and provides a convenient approach for accessing the corresponding para/meta-selective difluoroalkylated products. Mechanism studies demonstrated that the initial C_Ar-H and N-H cycloruthenation is the pivotal step in achieving remote C-H difluoroacetylation.

Chemical Communications (Cambridge, United Kingdom) 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 C12H10O4S, Application In Synthesis of 401-55-8.

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

Wang, Xin-Gang published the artcileThree-Component Ruthenium-Catalyzed Direct Meta-Selective C-H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes, Synthetic Route of 401-55-8, the publication is Journal of the American Chemical Society (2019), 141(35), 13914-13922, database is CAplus and MEDLINE.

Multicomponent reactions are fundamentally different from two-component reactions, as multicomponent reactions can enable the efficient and step-economical construction of complex mol. scaffolds from simple precursors. Here, an unprecedented three-component direct C-H addition was achieved in the challenging meta-selective fashion. Fluoroalkyl halides and a wide range of alkenes, including vinylarenes, unactivated alkenes, and internal alkenes, were employed as the coupling partners of arenes in this strategy. The detailed mechanism presented is supported by kinetic isotope studies, radical clock experiments, and d. functional theory calculations Moreover, this strategy provided access to various fluoride-containing bioactive 1,1-diarylalkanes and other challenging synthetically potential products.

Journal of the American Chemical Society 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 C7H6Cl2, Synthetic Route of 401-55-8.

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

Li, Lixin published the artcileFacial Syntheses of Bromobenzothiazines via Catalyst-Free Tandem C-H Amination/Bromination in Water, Application In Synthesis of 89694-44-0, the publication is Organic Letters (2019), 21(15), 5995-5999, database is CAplus and MEDLINE.

A transition-metal-free and environmentally friendly synthesis method for bromobenzothiazines through tandem C-H amination/bromination was reported. This reaction contains both intramol. C-H amination and site-selective electrophilic bromination of arenes with NaBr as the bromo source, PhI(OAc)₂ or K₂S₂O₈ as the oxidant, and H₂O as the only solvent.

Organic Letters 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, Application In Synthesis of 89694-44-0.

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

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