Tag: M.W=150-200

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

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

Bugday, Nesrin published the artcileC-H Bond activation of 2-isobutylthiazole at C5 position catalysed by Pd-N-heterocyclic carbene complexes, Application of 1-Bromo-4-fluoro-2-methylbenzene, the main research area is aryl thiazole preparation regioselective; thiazole aryl bromide arylation palladium NHC complex catalyst.

A highly efficient and effective protocol was developed for the synthesis of C5-(hetero)arylated 2-isobutylthiazole derivatives I [Ar = Ph, 4-MeC6H4, 1-naphthyl, etc.]. Four different palladium N-heterocyclic carbene (Pd-NHCs) complexes [Pd(μ-Cl)Cl(SIMes)]2, (LCl2Pd-SIMes) (L = PPh3; L = Py; L = 3-CHO-Py) were synthesized and used for the first time as a catalysts in direct C-H arylation reaction of 2-isobutylthiazole at C5 position. Utilizations of these catalytic systems, the arylation of 2-isobutylthiazole with substituted (hetero)aryl bromides efficiently proceeded at low catalyst loading (1 mol%) and without any additives such as PivOH under argon or aerobic conditions at 120°C in a short time. Different substituted (hetero)aryl bromides, even some deactivated or highly sterically hindered (hetero)arylbromides, with a wide range of functional groups were successfully utilized under the optimum reaction conditions. In all cases, the C5 arylated 2-isobutylthiazoles were obtained in moderate to excellent yields.

Journal of Organometallic 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

Khan, Siraj published the artcileSynthesis, molecular docking, and biological evaluation of 5-alkyl(aryl)-2-isobutylthiazole derivatives as α-amylase, α-glucosidase, and protein kinase inhibitors, Synthetic Route of 452-63-1, the main research area is thiazole preparation amylase glucosidase protein kinase inhibitor antitumor antidiabetic.

A series of 18 biol. active C5-arylated-2-isobutylthiazoles (aryl = Ph, 4-MeCOC6H4, 4-methyl-1-naphthyl, 5-formyl-2-furyl, etc.) was synthesized from 2-isobutylthiazole and the corresponding aryl bromides via C-H bond activation using Pd-NHC complexes [Pd(μ-Cl)Cl(NHC)]2 [NHC = 1,3-bis(2,6-dimethylphenyl)imidazolylidene] and [LCl2Pd-NHC] (L = PPh3, pyridine, 3-formylpyridine). All Pd-NHC complexes were prepared and characterized by 1H NMR, 13C NMR and FTIR spectroscopy, quadrupole-time of flight-liquid chromatog./mass spectroscopy (Q-TOF-LC/MS), gas chromatog.-mass spectrometry (GCMS), and m.p. techniques. The physicochem. properties, pharmacokinetics and drug-likeness of the thiazole products were calculated by SwissADME. PkCSM database was used to calculated the toxicity profile. Almost all the compounds showed no to low toxicity. All the products were addnl. assessed in vitro for their antidiabetic potential using α-amylase and α-glucosidase inhibitory activities. Except for 7 compounds, the prepared thiazoles showed good α-glucosidase inhibitory potential (IC50 7.17 ± 0.201 to 74.08 ± 0.244μg/mL) when compared with acarbose standard (IC50 16.59 ± 0.135μg/mL). All compounds had moderate to good inhibitory potential against the α-amylase enzyme, with IC50 values ranging from 12.00 ± 0.289 to 76.15 ± 0.477μg/mL. The protein kinase inhibition potential was determined for the first time, and 7 compounds showed activity with the zone of inhibition in the range of 9 ± 1.3 to 19 ± 1.5 mm. The ligands and active site binding interactions of α-glucosidase, α-amylase, and protein kinase enzymes were also studied using mol. modeling.

Applied Organometallic 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, Synthetic Route of 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Campeau, Louis-Charles published the artcilePalladium-Catalyzed Direct Arylation of Azine and Azole N-Oxides: Reaction Development, Scope and Applications in Synthesis, Recommanded Product: 1-Bromo-4-fluoro-2-methylbenzene, the main research area is azine azole oxide aryl halide palladium catalyst regioselective arylation.

Palladium-catalyzed direct arylation reactions were described with a broad range of azine and azole N-oxides. In addition to aspects of functional group compatibility, issues of regioselectivity were explored when nonsym. azine N-oxides were used. In these cases, both the choice of ligand and the nature of the azine substituents played important roles in determining the regioisomeric distribution. When azole N-oxides were employed, preferential reaction was observed for arylation at C2, which occurred under very mild conditions. Subsequent reactions were observed to occur at C5 followed by arylation at C4. The potential utility of this methodol. was illustrated by its use in the synthesis of a potent sodium channel inhibitor I and a Tie2 Tyrosine Kinase inhibitor II.

Journal of the American Chemical Society published new progress about Aryl halides 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

Xu, Liangxuan published the artcileMomentary click nitrile synthesis enabled by an aminoazanium reagent, Recommanded Product: 1-Bromo-4-fluoro-2-methylbenzene, the main research area is nitrile preparation selective Schmidt reaction aminoazanium reagent.

Momentary and selective Schmidt-type nitrile synthesis was reported. The success of this achievement was ascribed to the employment of the stable and robust aminoazanium reagent H2N-DABCO. A broad range of functionalized aldehydes were efficiently converted to nitriles within 5 min at room temperature in air. The robustness and speed of the protocol allow the CHO group to be regarded as a CN equivalent in organic synthesis. Moreover, the synthetic advantage of this developed protocol is further highlighted via the direct cyanation of a diversity of aldehyde precursors (carboxylic acids, aromatics, aryl halides, alkenes and alkynes) in a cyanide-free process. Addnl., this protocol can not only be used for rapid access to a wide range of ligands and material precursors, but it can also be used in the late-stage modification of complex bioactive mols.

Organic Chemistry Frontiers published new progress about Aldehydes 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

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

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

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

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