Category: 452-63-1

Ortiz, Eliezer published the artcileUnderstanding Halide Counterion Effects in Enantioselective Ruthenium-Catalyzed Carbonyl (α-Aryl)allylation: Alkynes as Latent Allenes and Trifluoroethanol-Enhanced Turnover in The Conversion of Ethanol to Higher Alcohols via Hydrogen Auto-transfer, SDS of cas: 452-63-1, the main research area is homoallylic alc preparation enantioselective; aryl propyne ethanol coupling ruthenium halide counterion effect.

Crystallog. characterization of RuX(CO)(η3-C3H5)(JOSIPHOS), where X = Cl, Br, or I, reveals a halide-dependent diastereomeric preference that defines metal-centered stereogenicity and, therefrom, the enantioselectivity of C-C coupling in ruthenium-catalyzed anti-diastereo- and enantioselective C-C couplings of primary alcs. with 1-aryl-1-propynes to form products of carbonyl anti-(α-aryl)allylation. Computational studies reveal that a non-classical hydrogen bond between iodide and the aldehyde formyl CH bond stabilizes the favored transition state for carbonyl addition An improved catalytic system enabling previously unattainable transformations was developed that employs an iodide-containing precatalyst, RuI(CO)3(η3-C3H5), in combination with trifluoroethanol, as illustrated by the first enantioselective ruthenium-catalyzed C-C couplings of ethanol to form higher alcs.

Journal of the American Chemical Society published new progress about Allylic alcohols Role: SPN (Synthetic Preparation), PREP (Preparation) (homo-). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, SDS of cas: 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Shuo published the artcileCross-Coupling Strategy for the Synthesis of Diazocines, COA of Formula: C7H6BrF, the main research area is diazocine preparation diastereoselective; bibenzyl preparation cascade coupling deprotection oxidation copper catalyst; bromobenzyl bromide reductive coupling.

Here, a new synthetic strategy was presented for the synthesis of diazocines I [R = H, 2,9-Cl2, 3,8-F2, etc.] starting from widely available 2-bromobenzyl bromides followed by insertion of a hydrazine unit via cascade C-N coupling reactions. The designated mols. were obtained in three simple steps.

Organic Letters published new progress about Azocines Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, COA of Formula: C7H6BrF.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cai, Yingxiao published the artcileCobalt-Catalyzed Electrophilic Cyanation of Arylzinc Halides with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS), Application of 1-Bromo-4-fluoro-2-methylbenzene, the main research area is arylzinc halide cyanophenyl methylbenzenesulfonamide cobalt zinc catalyst electrophilic cyanation; benzonitrile preparation green chem.

The cobalt-catalyzed cross-coupling of organozinc bromides with N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) was described. The same cobalt catalyst, cobalt(II) bromide, was used for both the synthesis of the organozinc species and the cross-coupling reaction. However in this case, a catalytic amount of zinc dust was necessary in the second step to release the low-valent cobalt. Under these mild conditions, moderate to excellent yields of different benzonitriles were obtained.

Advanced Synthesis & Catalysis published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Application of 1-Bromo-4-fluoro-2-methylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Tongchao published the artcileStereoselective and Regioselective Preparation of C-Pentopyranosides and Formal Synthesis of Omarigliptin, SDS of cas: 452-63-1, the main research area is synthon omarigliptin regioselective ring opening epoxide pentopyranoside preparation aminoglycoside; regioselective ring opening epoxide pentopyranoside omarigliptin preparation arabinose aminoglycoside.

A readily available intermediate obtained from D-arabinose was identified as a versatile starting material for the stereoselective synthesis of C-pentopyranosides in one pot. For two of the C-pentopyranosides, subsequent epoxide ring formation and a regioselective opening process was proven to be a robust approach to 3-deoxy C-pentopyranosides in two to four steps. A key intermediate used in the preparation of omarigliptin was obtained in four steps. Most of the conversions were high-yielding and proceeded with high selectivities on a multigram scale.

European Journal of Organic Chemistry published new progress about Ring opening, regioselective. 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, SDS of cas: 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Guanghui published the artcileDouble N,B-Type Bidentate Boryl Ligands Enabling a Highly Active Iridium Catalyst for C-H Borylation, Name: 1-Bromo-4-fluoro-2-methylbenzene, the main research area is crystal structure bidentate pyridinylbenzodiazaborole iridium preparation catalyst borylation aryl; mol structure bidentate pyridinylbenzodiazaborole iridium preparation catalyst borylation aryl; pyridinylaminoborane ligand bidentate iridium preparation structure catalyst borylation aromatic.

Boryl ligands hold promise in catalysis due to their very high electron-donating property. In this communication double N,B-type boryl anions were designed as bidentate ligands to promote an sp2 C-H borylation reaction. A sym. pyridine-containing tetraaminodiborane(4) compound was readily prepared as the ligand precursor that could be used, in combination with [Ir(OMe)(COD)]2, to in situ generate a highly active catalyst for a broad range of (hetero)arene substrates including highly electron-rich and/or sterically hindered ones. This work provides the 1st example of a bidentate boryl ligand in supporting homogeneous organometallic catalysis.

Journal of the American Chemical Society published new progress about Boronic acids, esters Role: BYP (Byproduct), RCT (Reactant), SPN (Synthetic Preparation), PREP (Preparation), RACT (Reactant or Reagent). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Name: 1-Bromo-4-fluoro-2-methylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lehmann, Jonathan W. published the artcileAxial shielding of Pd(II) complexes enables perfect stereoretention in Suzuki-Miyaura cross-coupling of Csp3 boronic acids, Application In Synthesis of 452-63-1, the main research area is boronic acid preparation organobromine palladium regioselective enantioselective Suzuki coupling.

Ligand-based axial shielding of Pd(II) complexes enabled Suzuki-Miyaura cross-coupling of unactivated Csp3 boronic acids with perfect stereoretention was reported. This approach leverages key differences in spatial orientation between competing pathways for stereoretentive and stereoinvertive transmetalation of Csp3 boronic acids to Pd(II). The axial shielding enabled perfectly stereoretentive cross-coupling with a range of unactivated secondary Csp3 boronic acids, as well as the stereocontrolled synthesis of xylarinic acid B and all of its Csp3 stereoisomers. These ligand design principles will broadly enable the continued search for practical and effective methods for stereospecific Csp3 cross-coupling.

Nature Communications published new progress about Boronic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Application In Synthesis of 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Johnson, Kirsten F. published the artcileRhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes, Safety of 1-Bromo-4-fluoro-2-methylbenzene, the main research area is rhodium catalyzed enantioselective hydroacylation allylbenzaldehyde; naphthalenone dihydro enantioselective synthesis.

The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways [e.g., 2-methallylbenzaldehyde → (R)-I (85%, 98% ee)]. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49-91%) with excellent enantioselectivities (96-99% ee).

Organic Letters published new progress about Chiral ligands Role: CAT (Catalyst Use), USES (Uses). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Safety of 1-Bromo-4-fluoro-2-methylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 452-63-1

Intermediate 2:; 4-Fluoro-2-methvl-benzaldehvde; 2-Bromo-5-fluorotoluene (15.0 g, 79.3 mmol) was dissolved in anhydrous THF andcooled to -78C in an acetone/dry ice bath. N-butyl-lithium (48.0 mL, 119 mmol) was addeddropwise down the side of the reaction flask and the resulting solution was stirred for 10 min. 64.0 ml of anhydrous DMF (793 mmol) was then added in the same fashion. After 1 hour, the reaction was quenched with cold aqueous NH4CI and diluted with 500 mL Et2O and washed with water (3x 300 mL)., The organic layer was dried over MgS04, filtered and concentrated under reduced pressure. The crude material was then equipped with a distillation apparatus and the oil bath was heated to 110 C. Product containing fractions were collected to give a colorless oil, (10.0 g , 72.4 mmol, 92% yield); LRMS m/z (APCI+) 139 [M+ H]; 400 MHz 1HNMR (CDCI3) 8 10.91 (s, 1H); 7.81 (dd, J=6.2, 2.5 Hz, 1H); 7.03 (ddd, J=8.2, 8.2, 2.5 Hz, 1H); 6.95 (ddd, J=9.5, 2.5, 0.0 Hz, 1H); 2.67 (s, 3H).

According to the analysis of related databases, 452-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/110996; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-fluoro-2-methylbenzene

Step 1: A mixture of 2-bromo-5-fluorotoluene (2.0 g, 11 mmol), acrylamide (1.5 g, 21 mmol), P(o-tolyl)3 (320 mg, 1.1 mmol), and Et3N (2.9 mL, 21 mmol), in toluene (25 mL) was deoxygenated by bubbling a stream of Ar through the solution for 15 minutes. Palladium(II) acetate (120 mg, 0.53 mmol) was added to the reaction mixture, and a stream of Ar was again passed through the mixture for 15 minutes. The reaction was heated to 140 C. for 2.25 hours, then cooled to ambient temperature, diluted with EtOAc, and filtered through Celite. The filtrate was washed with H2O, 1N HCl, H2O, dried (Na2SO4), filtered, and concentrated under reduced pressure to give amide 78 (1.7 g, 86%) which was used without further purification: 1H NMR (500 MHz, DMSO-d6): ?7.60-7.52 (m, 3H), 7.15-7.04 (m, 3H), 6.46 (d, J=16 Hz, 1H), 2.37 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 452-63-1, The chemical industry reduces the impact on the environment during synthesis 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

4-Fluoro-2-methylphenylacetic acid To a 2L flask containing 2-dicyclohexylphosphino-2′-(N, N- dimethylamino)biphenyl.(3.76g) and Pd(OAc)2 (1.02g) were added 396 mL of IN LHMDS in hexanes, then 400 mL of toluene under N2. The solution was cooled to -10 0C and tButyl acetate (49 mL was added. The solution was stirred at -10 0C for 10 min and was added 2-bromo-5-fiuoro toluene. The mixture was heated at 80 0C for 15 min and was washed with NH4Cl and NaCl, dried with Na2SO4, filtered and concentrated. The crude was purified by flash chromatorghy with EtOAc/hexanes = 1 :30 to give tert-bvAyl (4-fluoro-2-methylphenyl)acetate (21.85g).The pure ester was dissolved in 60 ml Of CH2Cl2 was added 6 drops of anisole and 60 ml OfCFaCO2H and the solution was atirred at rt for 16hr. Upon removal of volatiles, the residue was dried three times by dissolving in toluene to afford 20.02 g of the title compound. 1H- NMR (CDCI3): delta 2.35 (s, 3H), 3.67 (s, 2H), 6.92-6.95 (m, 2H), 7.19 (d of d, IH, J = 8.2, 5.7 Hz) ppm.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-4-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/75528; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary