Tag: M.W=150-200

Sobolev, Vasily I. published the artcileReactivity of alkali and alkaline earth metal tetrafluorobromates towards aromatic compounds and pyridine, Recommanded Product: 1-Bromo-4-fluoro-2-methylbenzene, the main research area is alkali earth metal fluorobromate bromination aromatic compound nitrobenzene safety; aryl bromide preparation.

The bromination activity of tetrafluorobromates of alkali and alkali-earth metals increases in the order KBrF4, CsBrF4, RbBrF4 and Ba(BrF4)2. The most active tetrafluorobromate-Ba(BrF4)2 is able to selectively brominate the deactivated aromatic compounds nitrobenzene and 4-nitrotoluene, but not the activated compounds benzene and toluene. In all cases bromination of Me groups of methylbenzenes does not occur. Ba(BrF4)2 forms the known complex C6H5N·BrF3 when reacted with pyridine. Due to dilution by inert BaF2, this pyridine-based complex is air stable and can be considered as safer and more convenient reagent in comparison with the original fluorobromates; it can selectively brominate benzene and toluene in contrast with tetrafluorobromates.

Journal of Fluorine Chemistry published new progress about Aromatic compounds 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, Recommanded Product: 1-Bromo-4-fluoro-2-methylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

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

Robinson, Matthew P. published the artcileAu-Catalyzed Oxidative Arylation: Chelation-Induced Turnover of ortho-Substituted Arylsilanes, Category: bromides-buliding-blocks, the main research area is thiophene arylsilane oxidative arylation gold; arylthiophene preparation; gold oxidative arylation catalyst.

Ortho-Substituted aryl silanes have previously been found to undergo much slower Au-catalyzed intermol. arylation than their m,p-substituted isomers, with many examples failing to undergo turnover at all. A method to indirectly quantify the rates of C-Si auration of o-substituted aryl silanes, under conditions of turnover, has been developed. All examples are found to undergo very efficient C-Si auration, indicative that it is the subsequent C-H auration that is inhibited by the ortho substituent. A simple Ar-Au conformational model suggests that C-H auration can be accelerated by chelation. A series of ortho-functionalized aryl silanes are shown to undergo efficient arylation.

ACS Catalysis published new progress about Arylation catalysts (Oxidative). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Corrie, Tom J. A. published the artcileAu-Catalyzed Biaryl Coupling To Generate 5- to 9-Membered Rings: Turnover-Limiting Reductive Elimination versus π-Complexation, Application In Synthesis of 452-63-1, the main research area is polycyclic biaryl preparation gold catalyzed coupling reductive elimination; gold catalyzed coupling reductive elimination pi complexation kinetics; crystal mol structure dibenzo oxocine; benzo oxonine crystal m ol structure.

The intramol. gold-catalyzed arylation of arenes by aryltrimethylsilanes has been investigated from both a mechanistic and preparative aspect. The reaction generates five to nine membered rings, and of the 44 examples studied, ten include a heteroatom (N, O). The tethering of the arene to the arylsilane not only provides a tool to probe the impact of the conformational flexibility of Ar-Au-Ar intermediates, via systematic modulation of the length of aryl-aryl linkage, but also the ability to arylate neutral and electron-poor arenes – substrates that do not react at all in the intermol. process. Rendering the arylation intramol. also results in phenomenol. simpler reaction kinetics, and overall these features have facilitated a detailed study of linear free energy relationships, kinetic isotope effects, and the first quant. exptl. data on the effects of aryl electron-demand and conformational freedom on the rate of reductive elimination from diaryl gold(III) species. The turnover-limiting step for the formation of a series of fluorene derivatives is sensitive to the reactivity of the arene and changes from reductive elimination to π-complexation for arenes bearing strongly electron-withdrawing substituents (σ >0.43). Reductive elimination is accelerated by electron-donating substituents (ρ= 2.0) on one or both rings, with the individual σ-values being additive in nature. Longer and more flexible tethers between the two aryl rings results in faster reductive elimination from Ar-Au(X)-Ar, and to the π-complexation of the arene by Ar-AuX2 becoming the turnover-limiting step.

Journal of the American Chemical Society published new progress about Arylation. 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

Wittel, Barbel published the artcileBiphenyl sulfonic acid ligands for catalytic C-N cross coupling of aryl halides with anilines and secondary amines, Application of 1-Bromo-4-fluoro-2-methylbenzene, the main research area is ary halide amine biphenylsulfonic acid catalyst cross coupling; Anilines; Aryl halides; Biphenyl sulfonic acid ligands; C-N cross coupling; Secondary amines.

The use of two biphenyl sulfonic acid ligands for the catalytic C-N cross coupling of aryl halides with anilines, 3-aminopyridine, and secondary amines was reported. The reported results represent a significant improvement compared to state of the art methods especially with regards to the removal of palladium.

Bioorganic & Medicinal Chemistry 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

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

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

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

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

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