Month: December 2022

Guelak, Samet published the artcileHighly chemoselective cobalt-catalyzed biaryl coupling reactions, Synthetic Route of 76283-09-5, the publication is Chemical Science (2013), 4(2), 776-784, database is CAplus.

A practical cobalt-catalyzed hetero-biaryl coupling reaction between aryl chlorides and arylmagnesium halides with unprecedented selectivity has been developed. The protocol utilizes 1 mol% of cheap Co(acac)₃ as pre-catalyst and effects clean reactions of deactivated chlorostyrenes with only 1.1 equivalent of the Grignard reagent under mild conditions (30°, 5-30 min). Highly chemoselective reactions were realized even in the presence of activated bromoarenes. The olefin substituent facilitates the activation of the C-Cl bond by coordination to the catalyst. Kinetic studies indicate the operation of an arylcobaltate(i) catalyst species. Catalyst formation during the induction period was studied in the presence of cobalt(iii), (i), and (-i) pre-catalysts.

Chemical Science 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, Synthetic Route of 76283-09-5.

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

Breen, Meghan E. published the artcileSubstrate Activity Screening with Kinases: Discovery of Small-Molecule Substrate-Competitive c-Src Inhibitors, HPLC of Formula: 1998-61-4, the publication is Angewandte Chemie, International Edition (2014), 53(27), 7010-7013, database is CAplus and MEDLINE.

Substrate-competitive kinase inhibitors represent a promising class of kinase inhibitors, however, there is no methodol. to selectively identify this type of inhibitor. Substrate activity screening was applied to tyrosine kinases. By using this methodol., the first small-mol. substrates for any protein kinase were discovered, as well as the first substrate-competitive inhibitors of c-Src with activity in both biochem. and cellular assays. Characterization of the lead inhibitor demonstrates that substrate-competitive kinase inhibitors possess unique properties, including cellular efficacy that matches biochem. potency and synergy with ATP-competitive inhibitors.

Angewandte Chemie, International Edition published new progress about 1998-61-4. 1998-61-4 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzene,Phenol, name is 4-Bromo-2,3,5,6-tetrafluorophenol, and the molecular formula is C6HBrF4O, HPLC of Formula: 1998-61-4.

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

Garbacz, Mateusz published the artcileSynthesis of chiral branched allylamines through dual photoredox/nickel catalysis, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Organic & Biomolecular Chemistry (2021), 19(39), 8578-8585, database is CAplus and MEDLINE.

This work describes a new approach for the preparation of allylamines, e.g., (S,E)-Et 7-((tert-butoxycarbonyl)amino)oct-5-enoate via cross-coupling of alkyl bromides, e.g., Et 4-bromobutanoate with simple 3-bromoallylamines, e.g., N-Boc (S,E)-4-bromobut-3-en-2-amine by merging the photoredox approach and Ni catalysis. The reaction proceeds under mild conditions, under blue light irradiation, and in the presence of an organic dye, 4CzIPN, as a photocatalyst. The scope of suitable reaction partners is broad, including alkyl bromides bearing reactive functionalities (e.g., esters, nitriles, aldehydes, ketones, epoxides) and N-protected allylamines, as well as N-allylated secondary and tertiary amines and heterocycles. The employment of non-racemic starting materials allows for rapid and easy construction of complex multifunctional allylamine derivatives without the loss of enantiomeric purity.

Organic & Biomolecular Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Garbacz, Mateusz published the artcileThe Synthesis of Chiral Allyl Carbamates via Merger of Photoredox and Nickel Catalysis, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Advanced Synthesis & Catalysis (2020), 362(15), 3213-3222, database is CAplus.

A mild and versatile, organophotoredox/Ni-mediated protocol was developed for the direct preparation of diverse enantioenriched allyl carbamates. The reported approach represented a significant departure from classical step-by-step synthesis of allyl carbamates. This dual photoredox/Ni based strategy offered unrivalled capacity for convergent unification of readily available alkyl halides and chiral carbamates derived from 1-bromo-alken-3-ols with high chemoselectivity and efficiency. The reported photoredox/Ni catalyzed cross-coupling reaction was not limited to carbamates, but also to other O-derivatives such as esters, ethers, acetals, carbonates or silyl ethers. To demonstrate the utility of the reported protocol, the resulting allyl carbamates were transformed into functionalized non-racemic allylamines through a sigmatropic rearrangement reaction in enantiospecific manner. This approach allowed for synthesis of enantiomeric allylamines by a simple control of the geometry of a double bond of allyl carbamates.

Advanced Synthesis & Catalysis published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Chryssou, K. published the artcileAnalysis of three detergent products and identification of surface active agents by infrared absorption spectra and a reflectance graph, SDS of cas: 518-67-2, the publication is Research & Reviews: Journal of Chemistry (2020), 9(2), 1-10, database is CAplus.

Three types of commonly used detergents (i.e. detergent for all surfaces Ajax F[Formula Omitted]te des Fleurs by Colgate Palmolive, dishwashing detergent maki by AlindaVelco, limescale remover spray Nuevo Kirikoantical made by Casa Kiriko S.L. Spain) have been analyzed with the mixed indicator titration method which makes use of the mixed indicator dimidium bromide/disulphine blue. Also the use of IR spectroscopy for qual. identification of the anionic and non-ionic surfactants present in them is reported. Diffuse reflectance spectra (DRS) anal. is applied for the third detergent product. From the diffuse reflectance spectra the band gap energy (Eg) of the material has been estimated This method has been investigated with a single integrating sphere system over the visible wavelength range.

Research & Reviews: Journal of Chemistry published new progress about 518-67-2. 518-67-2 belongs to bromides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is Dimidium bromide, and the molecular formula is C20H18BrN3, SDS of cas: 518-67-2.

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

Cao, Qun published the artcileA Ball-Milling-Enabled Reformatsky Reaction, Product Details of C4H6BrFO2, the publication is ChemSusChem (2019), 12(12), 2554-2557, database is CAplus and MEDLINE.

An operationally simple one-pot one-step mechanochem. Reformatsky reaction using in situ generated organozinc intermediates under neat grinding conditions has been developed. Notable features of this reaction protocol are that it requires no solvent, no inert gases, and no pre-activation of the bulk zinc source. The developed process is demonstrated to have good substrate scope (39-82 % yield) and is effective irresp. of the initial morphol. of the zinc source.

ChemSusChem 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, Product Details of C4H6BrFO2.

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

Zhou, Jingyuan published the artcileTriazole-substituted phenylboronic acids as tunable lead inhibitors of KPC-2 antibiotic resistance, Application of 2-(5-(Bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is European Journal of Medicinal Chemistry (2022), 114571, database is CAplus and MEDLINE.

Inhibition of β-lactamases is a promising strategy to overcome antimicrobial resistance to commonly used β-lactam antibiotics. Boronic acid derivatives have proven to be effective inhibitors of β-lactamases due to their direct interaction with the catalytic site of these enzymes. We synthesized a series of phenylboronic acid derivatives and evaluated their structure-activity relationships as Klebsiella pneumoniae carbapenemase (KPC-2) inhibitors. We identified potent KPC-2 inhibitors 2e & 6c (Ki = 0.032 μM and 0.038 μM, resp.) that enhance the activity of cefotaxime in KPC-2 expressing Escherichia coli. The measured acid dissociation constants (pKa) of selected triazole-containing phenylboronic acids was broad (5.98-10.0), suggesting that this is an addnl. property of the compounds that could be tuned to optimize the target interaction and/or the physicochem. properties of the compounds These findings will help to guide the future development of boronic acid compounds as inhibitors of KPC-2 and other target proteins.

European Journal of Medicinal Chemistry published new progress about 1256360-47-0. 1256360-47-0 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(5-(Bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C25H23NO4, Application of 2-(5-(Bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

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

Schoellkopf, Ulrich published the artcileSyntheses with α-metalated isocyanides, XXXVII. 1-Lithio-1-alkenyl isocyanides and their reactions with electrophiles, Quality Control of 594-81-0, the publication is Justus Liebigs Annalen der Chemie (1977), 1167-73, database is CAplus.

Lithiation of RR1C:CHNC gave RR1C:CLiNC, which, with electrophiles such as MeI, ClSiMe3, and carbonyl compounds gave RR1C:CR2NC (R = Ph, R1 = H, R2 = SiMe3, Me, CO2Et, Bz, CO2Li; R = Ph, R1 = Me, R2 = SiMe3; RR1 = (CH2)4, R2 = SiMe3). I (R3 = R4 = Me, Ph; R3 = Ph, R4 = H) were also prepared in 36-77% yields.

Justus Liebigs Annalen der Chemie 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, Quality Control of 594-81-0.

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

Shanker, G. published the artcileNovel green synthetic approach for liquid crystalline materials using multi-component reactions, COA of Formula: C12H25Br, the publication is Journal of Molecular Liquids (2022), 118244, database is CAplus.

Synthesis of disk-shape liquid crystalline materials using multi-component reactions is reported. Two new series, the compounds I (R = n-C_nH_2n+1; n = 6, 7, 8, 10, 11, 12) and II, were synthesized by coupling either 2,3-dihydroxynaphthalene or 2,6-dihydroxynaphthalene with the corresponding 3,4,5-tris(alkoxy)anilines under solvent-free conditions. The mol. structures of the new materials were confirmed using ¹H NMR, ¹³C NMR and CHN elemental anal. The phase behavior was investigated using polarizing optical microscope and differential scanning calorimetry experiments All the materials exhibited room temperature discotic nematic phase during the cooling cycles as confirmed by X-ray diffraction studies. This synthetic approach provides multiple advantages such as high atom economy, short reaction time, mild reaction condition, simple workup, and do not require column chromatog. purification

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 C6H8O6, COA of Formula: C12H25Br.

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

Helberger, Johann H. published the artcileOrganic sulfonic acids. VII. Preparation and reactions of 3-halo-1-propanesulfonamides, Synthetic Route of 55788-44-8, the publication is Justus Liebigs Annalen der Chemie (1963), 67-74, database is CAplus.

cf. CA 49, 9486c. KBr (47.6 g.) in 70 cc. H₂O treated with 48.8 g. molten 1,3-propanesultone (I) at 60° with stirring, stirred several min. until I dissolved, evaporated on a H₂O bath, and the residue cooled, washed with cold EtOH, and dried in vacuo gave (in 2 crops) 76.7 g. X(CH₂)₃SO₃R (II) (X = Br, R = K) (III), which was recrystallized from 3:1 EtOH-H₂O for analysis. Molten I (35 g.) added to 42 g. NaBr in 38 cc. H₂O with continuous stirring and worked up gave (in 2 crops) 54 g. II (X = Br, R = Na) (IIIa). NaCl (4 g.) in 15 cc. H₂O treated in 1 lot with 8.2 g. molten I at 60° with stirring, stirred until complete solution, and evaporated (H₂O bath) gave (in 2 crops) 11.7 g. II (X = Cl, R = Na) (IV). III (21.6 g.) mixed with 24 g. PCl₅ in small portions with stirring, the resulting oil heated 10 min. at 70° (H₂O bath), cooled, poured in small portions into ice H₂O with stirring, stirred 1 hr. below 20°, extracted with Et₂O, the extract washed with H₂O and aqueous NaHCO₃, added portionwise to 21 cc. 25% aqueous NH₃, the aqueous phase extracted with 5 15-cc. portions Et₂O, the combined Et₂O solutions dried, and evaporated in vacuo gave 8.5 g. X(CH₂)₃SO₂NRR’ (V) (X = Br, R = R’ = H) (VI), m. 59-61° (CHCl₃). IV (9 g.) treated with 14 g. PCl₅ like VI, the sulfonyl chloride extracted with Et₂O, the extract washed with H₂O, and aqueous NaHCO₃, added portionwise to 15 cc. 25% aqueous NH₃ at below 15° with stirring and ice cooling, stirred 20 min., and the product which separated washed with 5 cc. 1:2 Et₂O-petr. ether gave (including product obtained from the mother liquors) 4 g. V (X = CIl R = R’ = H), m. 63-5°. Finely powd. dry II (X = iodine, R = Na) (VII) (prepared like IV) added portionwise to 34.5 g. PCl₅ with stirring and cooling, the viscous mixture kept 6 hrs. at room temperature, heated 10 min. at 70°, cooled, poured into ice H₂O with stirring keeping the temperature below 20°, the sulfonyl chloride containing some iodine extracted with Et₂O, the extract decolorized with a little NaHSO₈, washed with H₂O and aqueous NaHCO₃, added portionwise to 30 cc. 25% aqueous NH₃ with stirring and ice cooling, and stirred 0.5 hr. at below 10° gave 19.6 g. V (X = iodine, R = R’ = H) (VII), m. 94-6° (H₂O). VII (13.6 g.) treated similarly with 10.3 g. PCl₅, the Et₂O solution of the sulfonyl chloride treated at 5° with 25 cc. Me₂NH with stirring keeping the temperature below 10° until the product crystallized, the precipitate washed twice with 5 cc. ice H₂O, and recrystd, from EtOH with C gave 5.7 g. V (X = iodine, R = R’ = Me), m. 67-8° (EtOH). IV (9 g.) treated with 14 g. PCl₅ like VI, the Et₂O solution of the sulfonyl chloride treated with 10.5 g. p-MeC₆H₄NH₂ (IX) in Et₂O at 20°, kept several days, filtered, the filtrate washed with dilute HCl, dried, concentrated in vacuo, and recrystallized from EtOH-H₂O gave 7 g. V (X = Cl, R = H, R’ = C₆H₄Me-p), m. 73-5° (EtOH-H₂O). IIIa (20.3 g.) treated with 24 g. PCl₅, the Et₂O solution of the sulfonyl chloride added to 19.3 g. IX in 80 cc. Et₂O at room temperature, kept several days, filtered, the filtrate washed with dilute HCl, dried, concentrated in vacuo and the residue recrystallized from 2:1 EtOH-H₂O (solvent A) gave 13.2 g. V (X = Br, R = H, R’ = C₆H₄Me-p)(X),m. 66-7°(A). X(2.5 g.)and 10 g. Ac₂O refluxed 3 hrs., cooled, poured into ice H₂O, and kept 3 hrs. gave 2.5 g. N-Ac derivative (XI) of X, m. 87-8° (80% MeOH). VII (6.8 g.) treated with 6 g. PCl₅ like VIII, the Et₂O solution of the sulfonyl chloride combined with 6 g. IX in 25 cc. Et₂O at 20°, kept several days, filtered, the filtrate washed repeatedly with dilute HCl, dried, concentrated in vacuo, and the residue crystallized from 14 cc. EtOH gave 4.5 g. V (X = iodine, R = H, R’ = C₆H₄Me-p), m. 69-70° (EtOH with C); 98% N-Ac derivative m. 75-8° (EtOH). III (21.6 g.) treated with 24 g. PCl₅ like VI, the Et₂O solution of the sulfonyl chloride added portionwise to 16.8 g. PhNH₂ in 50 cc. Et₂O at 20°, kept several days, filtered, the filtrate washed with dilute HCl, dried, concentrated in vacuo, and the residual oil repeatedly evaporated with EtOH gave 46% V (X = Br, R = H, R’ = Ph) (XII), m. 53-5° (A); 73% N-Ac derivative m. 103-5° (EtOH). III (21.6 g.) treated with 24 g. PCl₅, the Et₂O solution of the sulfonyl chloride added to 21.8 g. 2,6-Me₂C₆H₃NH₂ in 100 cc. Et₂O at 20°, kept at room temperature, the filtrate extracted with 5% HCl, dried, evaporated in vacuo, and the residue recrystallized from 60% aqueous EtOH (solvent B) with C gave 8.7 g. V (X = Br, R = H, R’ = C₆H₃Me₂2-,6), m. 103-4° (B). III (21.6 g.) treated with 24 g. PCl₅ like VI, the Et₂O (20 cc.) solution of the sulfonyl chloride added to 16.8 g. PhNH₂ in 50 cc. Et₂O at 20°, kept 24 hrs. at room temperature, filtered, the filtrate extracted repeatedly with 5% HCl, dried, evaporated in vacuo, the residual sirup repeatedly evaporated with EtOH, and the solid recrystallized from 80% aqueous MeOH and then from EtOH with C gave 2.4 g. V (X = PhNH, R = H, R’ = Ph) HCl salt, m. 156-7° (aqueous-alc.-HCl). X (10.2 g.) in 40 cc. C₆H₆ combined with 5.1 g. Et₂NH at room temperature, refluxed 3 hrs., cooled, filtered, the filtrate evaporated in vacuo, the residual sirup treated with 8 cc. EtOH, the precipitate (3.8 g.) filtered, washed with cold EtOH, and recrystallized from 16 cc. EtOH gave 3.5 g. 2-(p-tolyl)isothiazolidine 1,1-dioxide (XIII), m. 91-3°; the filtrate gave 2.8 g. V (X = Et₂N, R = H, R’ = C₆H₄Me-p) HCl salt (XIV.HCl), m. 144-6° (EtOH). To 7.3 g. Et₂NH was added portionwise 5.5 g. X (the temperature rose to 40°), kept 6 hrs. at room temperature, diluted with 30 cc. C₆H₆, filtered, the filtrate evaporated, and the residual solid recrystallized from EtOH to give 2.3 g. XIII. m. 90-3°; the mother liquor with 5% EtOH-HCl gave 1.3 g. XIV.HCl, m. 141-3° (EtOH). XII (4.2 g.) in 25 cc. C₆H₆ combined with 2.2 g. Et₂NH at 20°, refluxed 3 hrs., cooled, filtered, and the filtrate concentrated deposited 1.8 g. 2-phenylisothiazolidine 1,1-dioxide, m. 119-21° (EtOH); the mother liquor treated with 10% EtOH-HCl evaporated, and the residual sirup which crystallized on prolonged standing recrystallized twice from 10% EtOH-HCl with C gave 1 g. V (X = Et₂N, R = H, R’ = Ph) HCl salt, m. 147-9° (EtOH-HCl). XI (5 g.) in 25 cc. C₆H₆ refluxed 3 hrs. with 2.2 g. Et₂NH, cooled, filtered, the filtrate evaporated, the sirupy residue seeded with XIII, and worked up like XIII gave 0.4 g. XIII, m. 88-91°; the mother liquor worked up like XIV.HCl gave 1.1 g. XIV.HCl, m. 142-5°.

Justus Liebigs Annalen der Chemie published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, Synthetic Route of 55788-44-8.

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