Tag: M.W=150-200

Zou, Jian-Yu published the artcilePhotoredox-catalyzed redox-neutral difluoroalkylation to construct perfluoroketones with difluoroenoxysilanes, Name: Ethylbromofluoroacetate, the publication is Organic & Biomolecular Chemistry (2021), 19(40), 8696-8700, database is CAplus and MEDLINE.

A mild and facile approach to construct various perfluoroketones via photo-catalyzed difluoroalkylation of difluoroenoxysilanes is developed. The reaction includes a strategy of combination of two fluorine-containing functional groups, which confers the reaction with characteristics like high efficiency, mild conditions, and broad scope. A variety of fluoroalkyl halides including perfluoroalkyl iodides, bromo difluoro esters and amides can be employed as radical precursors. Control experiments indicate that a single-electron transfer pathway may be involved in the reaction.

Organic & Biomolecular Chemistry 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 C16H14O6, Name: Ethylbromofluoroacetate.

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

Fumagalli, Fernando published the artcileArene-Ligand-Free Ruthenium(II/III) Manifold for meta-C-H Alkylation: Remote Purine Diversification, Computed Properties of 401-55-8, the publication is Chemistry – A European Journal (2018), 24(16), 3984-3988, database is CAplus and MEDLINE.

Meta-Selective C-H alkylations of bioactive purine derivatives were accomplished by versatile ruthenium catalysis. Thus, the arene-ligand-free complex [Ru(OAc)₂(PPh₃)₂] enabled remote C-H functionalizations with ample scope and excellent levels of chemo- and positional selectivities. Detailed exptl. and computational mechanistic studies provided strong support for a facile C-H activation within a ruthenium(II/III) manifold.

Chemistry – A European Journal 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, Computed Properties of 401-55-8.

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

Horii, Zenichi published the artcileSyntheses of oxytocics. II. Synthesis of 2-[(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionic acid derivatives, Category: bromides-buliding-blocks, the publication is Yakugaku Zasshi (1961), 1786-91, database is CAplus and MEDLINE.

cf. ibid. 83,706-10(1962); CA 55, 23560d. 1,2,3,4-Tetrahydro-2-naphthylamine (29.4 g.), 80.8 g. CH₂:CMeCO₂Me, and 100 ml. MeOH refluxed 28 hrs. and the product distilled gave 38 g. Me 2-[(1,2,3,4-tetrahydro-2-naphthyl)-aminomethyl]propionate (I), b_0.02 126°. Saponification of 4.9 g. I in 50 ml. 3% KOH by refluxing 30 min., washing the solution with Et₂O and neutralization with 10% HCl gave 3.3 g. free acid (II) of I, m. 185-6° (EtOH). Catalytic reduction of 4.8 g. I in 4.4 g. 37% HCHO and 20 ml. MeOH with 2.5 g. 10% Pd-C, removing of the MeOH, removing of non-methylated NH₂ (II) by acetylation with Ac₂O, alkalizing with K₂CO₃, and extracting the product with Et₂O gave 3.5 g. Me 2-[N-methyl-(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionate (III), b_0.06 137-8°. Saponification of 1.3 g. III in 10 ml. 10% KOH by refluxing 4-5 hrs. and neutralization with 10% HCl to pH 6 gave 0.6 g. of the free acid (IV) of III, sublimed at 100-20°/0.1 mm., m. 123-5°. IV (0.5 g.) in 5 ml. MeOH treated dropwise with HCl in Et₂O and the solvent removed gave N-methyl-(1,2,3,4-tetrahydro-2-naphthyl)amine-HCl (V), m. 212°. A mixture of 16.1 g. V, 20 ml. EtOH, 45.6 g. CH₂:CMeCO₂Et and 1-2 drops AcOH refluxed 100 hrs. and the product distilled gave 2.3 g. Et ester (VI) of IV, b_0.03 118-23°. I (4.9 g.) and 50 ml. MeOH saturated with NH₃ at 0° in autoclave heated 8 hrs. at 120-30° and the product distilled gave 2.3 g. 2-[(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionamide, m. 91-2° (AcOEt). MeCH(CH₂Br)CO₂H, b₁₄ 115°. MeCH(CH₂Br)COCl, b₂₇ 72-3°. MeCH(CH₂Br)CONHPh, m. 109-11° (EtOH-H₂O). MeCH(CH₂Br)CONMe₂ (VII), b₃ 94-5°. MeCH(CH₂Br)CONEt₂ (VIII), b_0.2 85°. 1,2,3,4-Tetrahydro-2-naphthylamine (IX) (14.7 g.) and 9.7 g. VII in 50 ml. CHCl₃ refluxed 4 hrs., the solution filtered and the filtrate extracted with 10% HCl gave 3.4 g. N,N-dimethyl-2-[(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionamide (X), b_0.01 168-70°. Similarly, 11.7 g. IX and 8.8 g. VIII gave 7 g. N,N-di-Et analog of X, b_0.05 205-20°. IX (14.7 g.) and 10 g. CH₂:CHCO₂Me in 100 ml. MeOH kept 3 days at room temperature gave 21 g. N-(1,2,3,4-tetrahydro-2-naphthyl)-β-alanine Me ester, b_0.1 154-7°; HCl salt, m. 152-3°.

Yakugaku Zasshi published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, Category: bromides-buliding-blocks.

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

Li, Zexian published the artcileRadical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2021), 60(1), 186-190, database is CAplus and MEDLINE.

An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration was developed. The rearrangement reactions use fac-Ir(ppy)₃, visible light and com. available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence.

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 C4H6BrFO2, Recommanded Product: Ethylbromofluoroacetate.

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

Zhang, Wei published the artcileCopper-Catalyzed Decarboxylative Functionalization of Conjugated β,γ-Unsaturated Carboxylic Acids, Application In Synthesis of 401-55-8, the publication is ACS Catalysis (2020), 10(22), 13179-13185, database is CAplus and MEDLINE.

Copper-catalyzed decarboxylative coupling reactions of conjugated β,γ-unsaturated carboxylic acids have been achieved for allylic amination, alkylation, sulfonylation, and phosphinoylation. This approach was effective for a broad scope of amino, alkyl, sulfonyl, and phosphinoyl radical precursors as well as various conjugated β,γ-unsaturated carboxylic acids. These reactions also feature high regioselectivity, good functional group tolerance, and simple operation procedure. Mechanistic studies show that the reaction proceeds via copper-catalyzed electrophilic addition onto an olefin followed by decarboxylation, with radical intermediates involved. These insights present a modular and powerful strategy to access versatilely functionalized allyl-containing skeletons from readily available and stable carboxylic acids.

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 C7H13ClNNaO5S, Application In Synthesis of 401-55-8.

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

Lv, Xu-Lu published the artcileRapid Synthesis of γ-Arylated Carbonyls Enabled by the Merge of Copper- and Photocatalytic Radical Relay Alkylarylation of Alkenes, SDS of cas: 401-55-8, the publication is Organic Letters (2019), 21(1), 56-59, database is CAplus and MEDLINE.

The development of mild and practical methods for the γ-arylation of carbonyl compounds is an ongoing challenge in organic synthesis. The first formal γ-arylation of carbonyl compounds via radical relay cross-coupling of α-bromocarbonyl precursors with boronic acids in the presence of alkenes is reported. This directing-group-free protocol allows for the rapid and straightforward access to a wide range of γ-arylated esters, ketones, and amides under ambient conditions with excellent functional group tolerance.

Organic Letters 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, SDS of cas: 401-55-8.

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

Yu, Jiajia published the artcileDistal Functional Group Migration for Visible-light Induced Carbo-difluoroalkylation/monofluoroalkylation of Unactivated Alkenes, COA of Formula: C4H6BrFO2, the publication is Advanced Synthesis & Catalysis (2018), 360(4), 744-750, database is CAplus.

A general and practical protocol for elusive carbo-difluoroalkylation/monofluoroalkylation of unactivated alkenes HOCR¹R²(CH₂)₂CH:CH₂ (R¹ = n-pentyl, 2-thienyl, Ph, etc.; R² = CHO, 2-benzothiazolyl, PhCC, etc.) with fluoroalkyl bromides R³R⁴CFBr (R³ = EtO₂C, R⁴ = H, F; R³ = Br, PhSO₂, morpholin-4-ylcarbonyl, R⁴ = F) based on the distal functional group migration is described. A portfolio of functional groups including heteroaryl, imino, formyl, and alkynyl groups showcase the migratory aptitude. In combination with visible-light photocatalysis, a broad range of di- and mono-fluorinated alkyl ketones R¹C(O)(CH₂)₂CHR²CH₂CFR³R⁴ were readily obtained in synthetically useful yields under mild reaction conditions.

Advanced Synthesis & 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 C11H14O4, COA of Formula: C4H6BrFO2.

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

Chen, Junfeng published the artcileEnzyme-like Click Catalysis by a Copper-Containing Single-Chain Nanoparticle, HPLC of Formula: 81216-14-0, the publication is Journal of the American Chemical Society (2018), 140(42), 13695-13702, database is CAplus and MEDLINE.

A major challenge in performing reactions in biol. systems is the requirement for low substrate concentrations, often in the micromolar range. We report that copper cross-linked single-chain nanoparticles (SCNPs) are able to significantly increase the efficiency of copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reactions at low substrate concentration in aqueous buffer by promoting substrate binding. Using a fluorogenic click reaction and dye uptake experiments, a structure-activity study is performed with SCNPs of different size and copper content and substrates of varying charge and hydrophobicity. The high catalytic efficiency and selectivity are attributed to a mechanism that involves an enzyme-like substrate binding process. Saturation-transfer difference (STD) NMR spectroscopy, 2D-NOESY NMR, kinetic analyses with varying substrate concentrations, and computational simulations are consistent with a Michaelis-Menten, two-substrate, random-sequential enzyme-like kinetic profile. This general approach may prove useful for developing more-sustainable catalysts and agents for biomedicine and chem. biol.

Journal of the American Chemical Society published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, HPLC of Formula: 81216-14-0.

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

Chen, Yasu published the artcileRadical-Mediated Functionalization of Internal Alkenes: Synthesis of Multisubstituted Allylic and Homoallylic Azides, COA of Formula: C4H6BrFO2, the publication is ACS Organic & Inorganic Au, database is CAplus.

Radical-mediated functionalization of alkenes provides a powerful tool for transformation of simple alkenes into numerous value-added products. The precedent radical functionalization of alkenes is mainly restricted to terminal alkenes, while the conversion of internal alkenes generally remains challenging, as the increased steric congestion on alkenes significantly conflicts with the intermol. addition of radicals. Herein, authors describe an efficient photoredox catalytic functionalization of internal trisubstituted alkenes, leading to a plethora of valuable multifunctionalized allylic and homoallylic azides, which are otherwise difficult to obtain. The azide products serve as versatile feedstock for construction of useful heterocycles. Allylic or homoallylic azides are selectively generated in the transformation, regulated by the regioselective deprotonation process. This method also features mild reaction conditions and high product diversity.

ACS Organic & Inorganic Au 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, COA of Formula: C4H6BrFO2.

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

Tian, Yong published the artcileNovel metal complexes of pyridineimine derivative used as auxiliary electron acceptor of D-(A-π-A)₂ motif dye sensitizer: synthesis and photovoltaic application, SDS of cas: 111-83-1, the publication is Journal of Solid State Electrochemistry (2022), 26(3), 719-727, database is CAplus.

The auxiliary acceptors of metal complexes can easily regulate the electron-withdrawing ability of electron acceptor and adjust the balance of push-pull electron of D-A-π-A motif dye sensitizers. Two series of the D-(A-π-A)₂ motif dye sensitizer (BDTT-i.m.-Co, BDTT-i.m.-Cu, BDTT-i.m.-Zn, BDTT-i.m.-Cd and FL-i.m.-Co, FL-i.m.-Cu, FL-i.m.-Zn, FL-i.m.-Cd) which use metal complexes of pyridineimine derivative as auxiliary acceptor were designed, synthesized, and characterized. The photovoltaic test of eight complex-based dye sensitized solar cells (DSSCs) showed that the short-circuit photocurrent d. (J_SC) and the power conversion efficiency (PCE) of two series dye sensitizers are sequentially increased. BDTT-i.m.-Cd have the highest J_SC of 15.58 mA cm^-2 and the PCE of 9.13% under AM 1.5 irradiation, which may be due to that electron-withdrawing ability of the auxiliary acceptor metal complexes of pyridineimine derivative can be changed by the strength of coordination bond of the complexes. They also show good terminal stability with decomposition temperatures (T_d) higher than 300 °C.

Journal of Solid State Electrochemistry 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 C9H7NO2, SDS of cas: 111-83-1.

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