Tag: M.W=200-250

Guin, Joyram published the artcileCatalytic Asymmetric Protonation of Silyl Ketene Imines, Category: nitriles-buliding-blocks, the main research area is chiral phosphoric acid catalyzed asym protonation silyl ketene imine; nitrile enantioselective synthesis.

An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP (I and II, resp.) in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles [e.g., (±)-(4-MeOC6H4)MeC:C:NTBS → (S)-(4-MeOC6H4)CHMeCN].

Journal of the American Chemical Society published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses) (chiral). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Babon, Juan C. published the artcileHydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism, COA of Formula: C16H13NO, the main research area is aliphatic nitrile hydration mechanism osmium polyhydride catalyst crystal structure.

The hexahydride OsH6(PiPr3)2 competently catalyzes the hydration of aliphatic nitriles to amides. The main metal species under the catalytic conditions are the trihydride osmium(IV) amidate derivatives OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2, which have been isolated and fully characterized for R = iPr and tBu. The rate of hydration is proportional to the concentrations of the catalyst precursor, nitrile, and water. When these exptl. findings and d. functional theory calculations are combined, the mechanism of catalysis has been established. Complexes OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2 dissociate the carbonyl group of the chelate to afford κ1-N-amidate derivatives, which coordinate the nitrile. The subsequent attack of an external water mol. to both the C(sp) atom of the nitrile and the N atom of the amidate affords the amide and regenerates the κ1-N-amidate catalysts. The attack is concerted and takes place through a cyclic six-membered transition state, which involves Cnitrile···O-H···Namidate interactions. Before the attack, the free carbonyl group of the κ1-N-amidate ligand fixes the water mol. in the vicinity of the C(sp) atom of the nitrile.

Inorganic Chemistry published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, COA of Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lian, Zhong published the artcileCooperative redox activation for carbon dioxide conversion, Application In Synthesis of 42872-30-0, the main research area is diaryldisilane carbon dioxide aryl iodide palladium Hiyama Denmark coupling; diarylketone preparation.

The conversion of CO2 with diaryldisilanes, which through cooperative redox activation generated carbon monoxide and a diaryldisiloxane that actively participated in a palladium-catalyzed carbonylative Hiyama-Denmark coupling for the synthesis of an array of pharmaceutically relevant diarylketones was reported. Thus the disilane reagent not only served as the oxygen abstracting agent from CO2, but the silicon-containing ‘waste’, produced through oxygen insertion into the Si-Si bond, participated as a reagent for the transmetalation step in the carbonylative coupling. Hence this concept of cooperative redox activation opened up for new avenues in the conversion of CO2.

Nature Communications published new progress about Aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Application In Synthesis of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Garcia-Alvarez, Rocio published the artcileArene-Ruthenium(II) Complexes Containing Inexpensive Tris(dimethylamino)phosphine: Highly Efficient Catalysts for the Selective Hydration of Nitriles into Amides, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is ruthenium aminophosphine sandwich complex preparation catalyst hydration nitrile; areneruthenium aminophosphine sandwich complex preparation crystal structure hydration catalyst; mol structure areneruthenium aminophosphine sandwich complex; amide aromatic preparation.

The catalytic hydration of nitriles into amides, in H2O under neutral conditions, was studied using arene-Ru(II) derivatives containing the com. available and inexpensive ligand tris(dimethylamino)phosphine. Among them, best results were obtained with [RuCl2(η6-C6Me6){P(NMe2)3}], which selectively provided the desired amides in excellent yields and short times (TOF values up to 11,400 h-1). The process was operative with both aromatic, heteroaromatic, aliphatic, and α,β-unsaturated organonitriles and showed a high functional group tolerance. The stability of [RuCl2(η6-C6Me6){P(NMe2)3}] in H2O was evaluated, observing its progressive decomposition into the less-active dimethylamine-Ru(II) complex [RuCl2(η6-C6Me6)(NHMe2)] by hydrolysis of the coordinated P(NMe2)3 ligand. The x-ray crystal structure determination of the toluene complex [RuCl2(η6-C6H5Me){P(NMe2)3}] is also included.

Organometallics published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation) (aryl). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. Part 21. Condensation of o-bromomethylphenylacetonitrile with substituted anthranilic acids, Recommanded Product: 2-(2-(Bromomethyl)phenyl)acetonitrile, the main research area is bromomethylbenzeneacetonitrile anthranilate cyclocondensation; isoquinoquinazolinone hydro preparation tautomerism.

The reaction of substituted anthranilic acids and esters with ortho-bromomethylphenylacetonitrile gives 2,3-disubstituted 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one hydrobromides. It was found that 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones can exist in the two tautomeric imine and enamine forms. The tautomeric equilibrium position depends on the nature and position of the substituent in the quinazoline fragment. The borohydride reduction, oxidation, and reaction of the 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones with electrophilic reagents was studied.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Aromatic amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Recommanded Product: 2-(2-(Bromomethyl)phenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Chuan-Tao published the artcileContinuous flow synthesis of diaryl ketones by coupling of aryl Grignard reagents with acyl chlorides under mild conditions in the ecofriendly solvent 2-methyltetrahydrofuran, Quality Control of 42872-30-0, the main research area is diaryl ketone preparation continuous flow green chem; aryl Grignard reagent acyl chloride coupling reaction.

An efficient continuous flow sequential synthesis of diaryl ketones RC(O)R1 (R = C6H5, 4-MeOC6H4, thiophen-2-yl, etc.; R1 = 2-MeC6H4, 3-FC6H4, naphthalen-2-yl, etc.) was achieved by coupling of aryl Grignard reagents RMgBr with acyl chlorides R1C(O)Cl in the bio-derived “”green”” solvent 2-methyltetrahydrofuran (2-MeTHF) under mild reaction conditions (ambient temperature, 1 h), allowing a safe and on-demand generation of 2-(3-benzoylphenyl)propionitrile with a productivity of 3.16 g hour-1.

RSC Advances published new progress about Aromatic acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Quality Control of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileRearrangement of benzyl derivatives of condensed 3-aminoisoquinolinones, Quality Control of 73217-11-5, the main research area is benzophenathridine preparation; isoquinoIinenone isoquinazolinone phenylacetonitrile rearrangement.

A new method for contructing the benzo[b]phenathridine system is proposed. Melting of benzimidazo[1,2-b]isoquinoline-11(5H)-one or 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one with [2-(bromomethyl)phenyl]acetonitrile leads to the formation of C-benzylation products, which is accompanied by intramol. acylation over the β-Carbon of the enamine fragment of the mols. Heating the fusion product in the presence of an acid provokes splitting of the isoquinoline ring and rearrangement to the 12,12a-dihydrobenzo[b]phenanthridine-5(6H)-one derivatives The features of the spatial structure of reaction products and their chem. behavior are considered.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) published new progress about Phenanthridines Role: SPN (Synthetic Preparation), PREP (Preparation) (benzo). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Quality Control of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Martinkova, Ludmila published the artcileEnantioselectivity of the nitrile hydratase from Rhodococcus equi A4 towards substituted (R,S)-2-arylpropionitriles, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is nitrile hydratase enantioselectivity aryl propionitrile Rhodococcus; nitrilase enantioselectivity arylpropionitrile Rhodococcus.

Rhodococcus equi A4 cells containing a nitrile hydratase and an amidase converted (R,S)-2-(4-methoxyphenyl)-propionitrile into the corresponding (S)-acid (e.e. 87%) and (R)-nitrile (e.e. > 95%) in 49% yield. The same reaction using (R,S)-2-(4-chlorophenyl)-propionitrile gave the (S)-acid (e.e. > 95%) and (R)-nitrile (e.e. 52%) in 20 and 34% yield, resp.

Biotechnology Letters published new progress about Nitriles Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Ying published the artcileAssembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides, Formula: C16H13NO, the main research area is aryl heteroaryl nitrile synthesis; copper catalyzed coupling decarboxylation aryl heteroaryl halide cyanoacetate; C−C cross-coupling; anti-inflammatory drugs; copper; oxalamide ligands; α-(hetero)aryl nitriles.

α-(Hetero)aryl nitriles are important structural motifs for pharmaceutical design. The known methods for direct synthesis of these compounds via coupling with (hetero)aryl halides suffer from narrow reaction scope. Herein, we report that the combination of copper salts and oxalic diamides enables the coupling of a variety of (hetero)aryl halides (Cl, Br) and Et cyanoacetate under mild conditions, affording α-(hetero)arylacetonitriles via one-pot decarboxylation. Addnl., the CuBr/oxalic diamide catalyzed coupling of (hetero)aryl bromides with α-alkyl-substituted Et cyanoacetates proceeds smoothly at 60°C, leading to the formation of α-alkyl (hetero)arylacetonitriles after decarboxylation. The method features a general substrate scope and is compatible with various functionalities and heteroaryls. Thus, e.g., 4-chloroanisole + Et cyanoacetate → 2-(4-methoxyphenyl)acetonitrile (up to 80%).

Angewandte Chemie, International Edition published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent) (and heteroaryl). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kurosawa, Miki B. published the artcileUnified synthesis of multiply arylated alkanes by catalytic deoxygenative transformation of diarylketones, HPLC of Formula: 42872-30-0, the main research area is diarylketone palladium catalyst reduction; diarylmethane preparation; oxomethyldiarene palladium catalyst reduction dimerization; tetraarylethane preparation; triarylmethane preparation.

A deoxygenative transformation of diarylketones leading to multiply arylated alkanes was developed. Diarylketones were reacted with diphenylphosphine oxide resulting in a phospha-Brook rearrangement, followed by palladium-catalyzed cross-couplings or a Friedel-Crafts type alkylation to afford the corresponding multiply arylated alkanes. A variety of diarylketones was converted to multiply arylated alkanes such as diarylmethanes, tetraarylethanes and triarylmethanes by reduction, dimerization and arylation in one pot. Furthermore, a one-pot conversion from arylcarboxylic acids to diarylmethanes and tetraarylethanes and a synthesis of tetraarylmethane and triphenylethane using sequential coupling reactions were also presented.

Chemical Science published new progress about Aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, HPLC of Formula: 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts