Category: 204078-32-0

Qian, Wenyuan published the artcileAccelerating Effect of Triazolyl and Related Heteroaryl Substituents on SNAr Reactions: Evidence of Hydrogen-Bond Stabilized Transition States, Category: nitriles-buliding-blocks, the main research area is accelerating triazolyl heteroaryl SNAr hydrogen bond transition.

The remarkable accelerating effect of 1,2,3-triazolyl substituents on SNAr reactions was studied through systematic experiments and d. functional theory calculations The lone pair electrons of an ortho-triazolo substituent play a key role in lowering the activation energy for nucleophilic addition via formation of a preferential hydrogen bond with the amine nucleophile at the transition state for addition In an extension of this finding, related heteroaryl groups with similar electron pair donor properties also facilitate SNAr reactions. The exptl. determined solvent effect provides further support for this rationale, which was used to achieve an ortho-selective substitution on a difluoroarene substrate.

Journal of the American Chemical Society published new progress about Activation energy. 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mennecke, Klaas published the artcileImmobilization of NHC-bearing palladium catalysts on polyvinylpyridine; applications in Suzuki-Miyaura and Hartwig-Buchwald reactions under batch and continuous-flow conditions, Application In Synthesis of 204078-32-0, the main research area is immobilization imidazolidene palladium polyvinylpyridine supported preparation catalyst Suzuki Miyaura; Hartwig Buchwald catalyst polyvinylpyridine supported imidazolidene palladium complex preparation.

The facile coordinative immobilization of Organ’s PEPPSI catalyst on a composite material composed of megaporous glass and polyvinylpyridine is described. The catalyst showed very good performance in Suzuki-Miyaura as well as Hartwig-Buchwald reactions of aryl chlorides under mild conditions and with low catalyst loadings. The modified PEPPSI catalyst was probed both under batch mode and continuous-flow applications. The flow setup was also utilized to shed light on the stability of the PEPPSI catalyst and the mobility of palladium.

Synthesis published new progress about Amination (Hartwig-Buchwald). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Application In Synthesis of 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ruan, Jiwu published the artcile[2.2]Paracyclophane-based monophosphine ligand for palladium-catalyzed cross-coupling reactions of aryl chlorides, SDS of cas: 204078-32-0, the main research area is paracyclophane monophosphine JPhos ligand preparation amination coupling catalyst; aryl chloride paracyclophane monophosphine palladium amine Buchwald Hartwig amination; aminobenzene preparation; palladium paracyclophane monophosphine aryl chloride boronic Suzuki Miyaura coupling; biaryl preparation; Buchwald Hartwig amination Suzuki Miyaura coupling catalyst JPhos palladium.

A new [2.2]paracyclophane-based electron-rich and sterically bulky monophosphine ligand has been synthesized by an efficient and straightforward method. When combined with palladium, this ligand shows excellent performance in the Buchwald-Hartwig amination and Suzuki-Miyaura coupling reactions of various aryl chlorides. In both types of reactions, ortho-substituted, deactivated aryl chlorides are shown to be viable substrates. However, the Suzuki-Miyaura coupling appears to be easier, with palladium loading at 0.1 mol% being feasible.

Organic & Biomolecular Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, SDS of cas: 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fleckenstein, Christoph A. published the artcile9-Fluorenylphosphines for the Pd-catalyzed Sonogashira, Suzuki, and Buchwald-Hartwig coupling reactions in organic solvents and water, Product Details of C11H12N2O, the main research area is fluorenylphosphine phosphine catalyst Sonogashira Suzuki Buchwald Hartwig coupling reaction.

The lithiation/alkylation of fluorene leads to various 9-alkylfluorenes (alkyl = Me, Et, iPr, Pr, C18H25) in >95% yields, for which lithiation and reaction with R2PCl (R = Cy, iPr, tBu) generates 9-alkyl, 9-PR2-fluorenes which constitute electron-rich and bulky phosphine ligands. The in-situ-formed palladium-phosphine complexes ([Na2PdCl4], phosphonium salt, base, substrates) were tested in the Sonogashira, Suzuki, and Buchwald-Hartwig reactions of aryl chlorides and aryl bromides in organic solvents. The Sonogashira coupling of aryl chlorides at 100-120° leads to >90% yields with 1 mol% of Pd catalyst. The Suzuki coupling of aryl chlorides typically requires 0.05 mol% of Pd catalyst at 100° in dioxane for quant. product formation. To carry out “”green”” cross-coupling reactions in water, 9-ethylfluorenyldicyclohexylphosphine was reacted in sulfuric acid to generate the resp. 2-sulfonated phosphonium salt. The Suzuki coupling of activated aryl chlorides by using this water-soluble catalyst requires only 0.01 mol% of Pd catalyst, while a wide range of aryl chlorides can be quant. converted into the resp. coupling products by using 0.1-0.5 mol% of catalyst in pure water at 100°C. Difficult substrate combinations, such as naphthylboronic acid or 3-pyridylboronic acid and aryl chlorides are coupled at 100° by using 0.1-0.5 mol% of catalyst in pure water to obtain the resp. N-heterocycles in quant. yields. The copper-free aqueous Sonogashira coupling of aryl bromides generates the resp. tolane derivatives in >95% yield.

Chemistry – A European Journal published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Product Details of C11H12N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bakherad, Mohammad published the artcileMetal-free green synthesis of aryl amines in magnetized distilled water: experimental aspects and molecular dynamics simulation, Formula: C11H12N2O, the main research area is aryl halide secondary amine arylation magnetized water green chem; arylamine preparation.

A simple, green, and transition metal-free approach to the N-arylation of secondary amines with aryl halides in magnetized distilled water (MDW), as a solvent was introduced. This method offered the advantages of short reaction times, low costs, and an additive-free process, and it also enabled new planning strategies for the construction of aryl amine-containing pharmacophores. Also, the reaction rates were followed spectrophotometrically by monitoring the changes in the absorption spectrum of the reaction mixture in ordinary and magnetized distilled water. Furthermore, the reliable mol. dynamics (MD) simulations were used as predictive tools to interpret and describe the interactions between reactants in the ordinary and magnetized distilled water. The RDFs anal. of interactions revealed that morpholine and iodobenzene reactants were surrounded by more solvents in MDW than ordinary distilled water (ODW) 90°C. Consequently, the high reactivity observed for two reactants in MDW at 90°C can be explained by MD simulation, and there comes an established synergy between the theor. calculation and experiment

Green Chemistry published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Formula: C11H12N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hao, Xiaowei published the artcileAir-stable and highly efficient indenyl-derived phosphine ligand: Application to Buchwald-Hartwig amination reactions, Product Details of C11H12N2O, the main research area is palladium complex mesitylindenyldicyclohexylphosphine preparation catalyst Buchwald Hartwig amination; aryl halide Buchwald Hartwig amination palladium catalyst.

2-Mesitylindenyl phosphine ligand (I) and [(2-mesitylindenyl)dicyclohexylphosphine]PdCl2 (II) have been synthesized and fully characterized by NMR and elemental anal., as well as by X-ray crystallog. for II. A Highly active catalyst system derived from a palladium precatalyst and bulky 2-mesitylindenyl phosphine ligand (I) for the Buchwald-Hartwig amination reaction of aryl halides with primary and secondary amines has been developed. This method allows for the preparation of a wide variety of amines in moderate to excellent yields and displays a high level of activity for the coupling of aryl chlorides as well as hindered aryl bromides.

Journal of Organometallic Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Product Details of C11H12N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sinai, Adam published the artcileAryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application, Category: nitriles-buliding-blocks, the main research area is aryl diadamantyl phosphine ligand palladium catalyst preparation coupling; Buchwald Hartwig tosyl hydrazone coupling.

Synthesis, temperature-dependent NMR structure study and use of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In the authors’ study, the authors demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.

European Journal of Organic Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Belfield, Andrew J. published the artcileSynthesis of Meta-substituted aniline derivatives by nucleophilic substitution, Recommanded Product: 2-Morpholinobenzonitrile, the main research area is fluorobenzene amine aromatic nucleophilic substitution; aniline derivative preparation; morpholine phenyl preparation.

Substitution by amines of fluorobenzenes containing a meta-substituted electron withdrawing group (EWG), in DMSO at 100°C over 60 h gave meta-substituted aniline derivatives in isolated yields of up to 98%. The scope of the reaction is explored in terms of reaction conditions and substrates. It is postulated that facile meta-substitutions are facilitated through field stabilization of the intermediate anion by EWG substituents.

Tetrahedron published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Recommanded Product: 2-Morpholinobenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Varala, Ravi published the artcileScope and utility of CsOH·H2O in amination reactions via direct coupling of aryl halides and sec-alicyclic amines, SDS of cas: 204078-32-0, the main research area is coupling aryl halide alicyclic amine cesium hydroxide catalyst.

Direct coupling of aryl halides with sec-alicyclic amines promoted by CsOH·H2O in DMSO to the corresponding aryl substituted amines, with good to excellent yields, is reported herein. A variety of aryl halides and sec-alicyclic amines with a broad range of electronic diversity and functional groups was studied in this transformation, thus offering general applicability in organic synthesis.

Synlett published new progress about Alicyclic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, SDS of cas: 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shelke, Nilesh B. published the artcileSNAr reaction in aqueous medium in the presence of mixed organic and inorganic bases, Computed Properties of 204078-32-0, the main research area is diaminoquinazoline preparation; amine fluorobenzonitrile guanidine arylation chemoselective regioselective.

Synthesis of 2,4-diaminoquinazolines I [R = H, 5-F, 7-F, etc.] and arylamines II [R1R2 = (CH2)5, CH2CH2OCH2CH2, CH2CH(CH3)NHCH(CH3)CH2; R1 = H; R2 = CH2C6H5] via arylation of amines with fluorobenzonitriles is described. A mixture of N,N-diisopropylethyl amine and Na2CO3 (1 : 1) is found to achieve maximum conversion by refluxing for 3 h in water. The product can be easily isolated by solvent extraction

RSC Advances published new progress about Aromatic nitriles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Computed Properties of 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts