Category: 452-63-1

Khan, Siraj published the artcilePd-N-heterocyclic carbene complex catalysed C-H bond activation of 2-isobutylthiazole at the C5 position with aryl bromides, Computed Properties of 452-63-1, the main research area is palladium heterocyclic carbene complex preparation arylation catalyst regioselective; bond activation isobutylthiazole aryl bromide palladium NHC complex catalyst.

An effective and efficient catalytic system has been reported for the synthesis of C5-arylated 2-isobutylthiazoles. Pd-N-heterocyclic carbene complexes like [Pd(μ-Cl)Cl(SIPr)]2 (2) and (LCl2Pd-SIPr) (3: L = PPh3, 4: L = Py; 5: L = 3-CHO-Py) were synthesized and characterized by 1H, 13C, 31P NMR, LC-MS/MS, elemental anal., and FTIR spectroscopy. These Pd-N-heterocyclic carbene complexes were assessed for the first time as catalysts for the C-H arylation reaction of 2-isobutylthiazole at the C5 position with different (hetero)aryl bromides. The catalytic system showed a low catalyst loading (1 mol%) and did not require the use of addnl. additives such as pivalic acid. The catalytic system developed with these catalysts enables the synthesis of fine chems. in high yields under aerobic or anaerobic conditions. All complexes showed moderate to good yields in the C5 direct arylation of 2-isobutylthiazole, while complex 2 exhibited higher catalytic activity than the other complexes.

New Journal of 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, Computed Properties of 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rao, Xiaofeng published the artcileEfficient Synthesis of (-)-Corynoline by Enantioselective Palladium-Catalyzed α-Arylation with Sterically Hindered Substrates, Formula: C7H6BrF, the main research area is aryl bromide indanone palladium catalyst monophosphorus ligand enantioselective arylation; indanone chiral derivative stereoselective preparation; nafenodone total synthesis; sceletium A4 total synthesis; corynoline total synthesis; DeN corynoline total synthesis; arylation; corynoline; enantioselectivity; palladium catalysis; phosphine ligands.

Sterically hindered substrates can be employed in an enantioselective palladium-catalyzed α-arylation with the chiral monophosphorus ligand BI-DIME. This process enabled an efficient synthesis of the antidepressant (S)-nafenodone (I), a four-step enantioselective synthesis of the Sceletium alkaloid (+)-sceletium A-4 (II), a concise five-step enantioselective synthesis of (-)-corynoline (III), as well as a three-step preparation of (-)-DeN-corynoline (IV).

Angewandte Chemie, International Edition 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, Formula: C7H6BrF.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Havel, Stepan published the artcilePreparation of 3,4-Substituted-5-Aminopyrazoles and 4-Substituted-2-Aminothiazoles, Application In Synthesis of 452-63-1, the main research area is aminopyrazole preparation palladium arylation ketonitrile aryl bromide; aminothiazole preparation Suzuki coupling sequence.

3,4-Substituted-5-aminopyrazoles and 4-substituted-2-aminothiazoles are frequently used intermediates in medicinal chem. and drug discovery projects. We report an expedient flexible synthesis of 3,4-substituted-5-aminopyrazoles (35 examples), based on palladium-mediated α-arylation of β-ketonitriles with aryl bromides. A library of 4-substituted-2-aminothiazoles (21 examples) was assembled by a sequence employing Suzuki coupling of newly prepared, properly protected pinacol ester and MIDA ester of 4-boronic acid-2-aminothiazole with (hetero)aryl halides.

Journal of Organic 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 In Synthesis of 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Justin Y. published the artcileCross-Coupling between Hydrazine and Aryl Halides with Hydroxide Base at Low Loadings of Palladium by Rate-Determining Deprotonation of Bound Hydrazine, Application In Synthesis of 452-63-1, the main research area is hydrazine aryl halide cross coupling palladium catalyst hydroxide base; safety hydrazine toxic explosive; amination; cross-coupling; palladium; reaction mechanisms; synthetic methods.

Reported here is the Pd-catalyzed C-N coupling of hydrazine with (hetero)aryl chlorides and bromides to form aryl hydrazines with catalyst loadings as low as 100 ppm of Pd and KOH as base. Mechanistic studies revealed two catalyst resting states: an arylpalladium(II) hydroxide and arylpalladium(II) chloride. These compounds are present in two interconnected catalytic cycles and react with hydrazine and base or hydrazine alone to give the product. The selectivity of the hydroxide complex with hydrazine to form aryl over diaryl hydrazine was lower than that of the chloride complex, as well as the catalytic reaction. In contrast, the selectivity of the chloride complex closely matched that of the catalytic reaction, indicating that the aryl hydrazine is derived from this complex. Kinetic studies showed that the coupling process occurs by rate-limiting deprotonation of a hydrazine-bound arylpalladium(II) chloride complex to give an arylpalladium(II) hydrazido complex. Hydrazine is highly toxic and should be handled with proper personal protection equipment. Hydrazine can also explode in the presence of elevated temperatures and oxygen, and this reaction is catalyzed by transition metals.

Angewandte Chemie, International Edition 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 In Synthesis of 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Erami, Roghayeh Sadeghi published the artcileSuzuki-Miyaura C-C coupling reactions catalyzed by supported Pd nanoparticles for the preparation of fluorinated biphenyl derivatives, COA of Formula: C7H6BrF, the main research area is fluorobiphenyl preparation green chem; arylboronic acid aryl halide Suzuki Miyaura coupling palladium nanocatalyst.

The preparation of different fluorinated biphenyl derivatives RR1 (R = 4-fluorophenyl, 2-fluorophenyl, 3-fluorophenyl, 2-methyl-4-fluorophenyl, 2-methyl-5-fluorophenyl; R1 = Ph, 4-vinylphenyl, 4-carboxyphenyl, 4-fluorophenyl) by Suzuki-Miyaura coupling reactions catalyzed by a heterogeneous system (G-COOH-Pd-10) based on Pd nanoparticles supported onto COOH-modified graphene has been described. The catalytic activity of the hybrid material G-COOH-Pd-10 has been tested in Suzuki-Miyaura C-C coupling reactions observing excellent versatility and good conversion rates in the reactions of phenylboronic acid, 4-vinylphenylboronic acid, 4-carboxyphenylboronic acid, and 4-fluorophenylboronic acid with 1-bromo-4-fluorobenzene. In addition, the influence of the aryl bromide has been studied by carrying out reactions of 4-fluorophenylboronic acid with 1-bromo-2-fluorobenzene, 1-bromo-3-fluorobenzene, 1-bromo-4-fluorobenzene, 2-bromo-5-fluorotoluene, and 2-bromo-4-fluorotoluene. Finally, catalyst recyclability tests show a good degree of reusability of the system based on G-COOH-Pd-10 as the decrease in catalytic activity after five consecutive catalytic cycles in the reaction of 1-bromo-4-fluorobenzene with 4-florophenylboronic acid for 48 h of reaction is lower than 8%, and while in the case of reactions for three hours, the recyclability of the systems is much lower.

Catalysts published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent) (fluoro-). 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

Tian, Jianhua published the artcileDiscovery and Structure-Based Optimization of Potent and Selective WD Repeat Domain 5 (WDR5) Inhibitors Containing a Dihydroisoquinolinone Bicyclic Core, HPLC of Formula: 452-63-1, the main research area is WD repeat domain WDR5 inhibitor dihydroisoquinolinone bicyclic core.

WD repeat domain 5 (WDR5) is a member of the WD40-repeat protein family that plays a critical role in multiple chromatin-centric processes. Overexpression of WDR5 correlates with a poor clin. outcome in many human cancers, and WDR5 itself has emerged as an attractive target for therapy. Most drug-discovery efforts center on the WIN site of WDR5 that is responsible for the recruitment of WDR5 to chromatin. Here, we describe discovery of a novel WDR5 WIN site antagonists containing a dihydroisoquinolinone bicyclic core using a structure-based design. These compounds exhibit picomolar binding affinity and selective concentration-dependent antiproliferative activities in sensitive MLL-fusion cell lines. Furthermore, these WDR5 WIN site binders inhibit proliferation in MYC-driven cancer cells and reduce MYC recruitment to chromatin at MYC/WDR5 co-bound genes. Thus, these mols. are useful probes to study the implication of WDR5 inhibition in cancers and serve as a potential starting point toward the discovery of anti-WDR5 therapeutics.

Journal of Medicinal Chemistry published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, HPLC of Formula: 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

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

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

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

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