Month: November 2022

Vyas, Komal M. published the artcileArene-ruthenium(II)-phosphine complexes: Green catalysts for hydration of nitriles under mild conditions, Safety of Picolinonitrile, the main research area is ruthenium arene phosphine complex green catalyst nitrile hydration amide; crystal structure mol ruthenium arene phosphine complex preparation.

Three new arene-ruthenium(II) complexes were prepared by treating [{RuCl(μ-Cl)(η6-arene)}2] (η6-arene = p-cymene) dimer with tri(2-furyl)phosphine (PFu3) and 1,3,5-triaza-7-phosphaadamantane (PTA), resp. to obtain [RuCl2(η6-arene)PFu3] [Ru]-1, [RuCl(η6-arene)(PFu3)(PTA)]BF4 [Ru]-2 and [RuCl(η6-arene)(PFu3)2]BF4 [Ru]-3. All the complexes were structurally identified using anal. and spectroscopic methods including single-crystal X-ray studies. The effectiveness of resulting complexes as potential homogeneous catalysts for selective hydration of different nitriles into corresponding amides in aqueous medium and air atm. was explored. There was a remarkable difference in catalytic activity of the catalysts depending on the nature and number of phosphorus-donor ligands and sites available for catalysis. Exptl. studies performed using structural analogs of efficient catalyst concluded a structural-activity relationship for the higher catalytic activity of [Ru]-1, being able to convert huge variety of aromatic, heteroaromatic and aliphatic nitriles. The use of eco-friendly water as a solvent, open atm. and avoidance of any organic solvent during the catalytic reactions prove the reported process to be truly green and sustainable.

Inorganic Chemistry Communications published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

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

Thirukovela, Narasimha Swamy published the artcileActivation of nitriles by silver(I) N-heterocyclic carbenes: An efficient on-water synthesis of primary amides, Synthetic Route of 100-70-9, the main research area is silver NHC catalyst preparation; nitrile silver NHC catalyst hydration; primary amide preparation.

A first example of silver(I) N-heterocyclic carbene (Ag(I)-NHC) catalyzed on-water synthesis of primary amides by hydration of nitriles under mild reaction conditions was described. This organometallic catalytic system has excellent tolerance for various homo-aromatic, hetero-aromatic and aliphatic nitriles to afford primary amides in good yields in neat water.

Tetrahedron published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Synthetic Route of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yan, Xinlong published the artcileAerobic oxidation of primary benzylic amines to amides and nitriles catalyzed by ruthenium carbonyl clusters carrying N,O-bidentate ligands, Formula: C6H4N2, the main research area is trinuclear ruthenium carbonyl catalyst preparation; nitrile preparation; amide preparation; benzylic amine aerobic oxidation.

Four trinuclear ruthenium carbonyl clusters were synthesized from the reactions of Ru3(CO)12 with the corresponding N,O-bidentate ligands (two pyridyl alcs. and two Schiff bases) resp. in a ratio of 1 : 2. Three new complexes were fully characterized by elemental anal., FT-IR, NMR and X-ray crystallog. The catalytic activity of these ruthenium complexes for the aerobic oxidation of primary benzylic amines to amides and nitriles in the presence of t-BuOK was investigated.

Dalton Transactions published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Formula: C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Qiang published the artcileBase-Promoted Nitrile-Alkyne Domino-Type Cyclization: A General Method to Trisubstituted Imidazoles, Application In Synthesis of 100-70-9, the main research area is trisubstituted imidazole preparation; alkyne nitrile potassium tert butylate domino cyclization.

An efficient base promoted nitrile-alkyne domino-type cyclization for multicomponent assembly of imidazoles from alkynes, nitriles, and tBuOK has been developed, which could run even in the absence of solvent on a gram scale with complete atom economy. This method contributes directly to reaching the synthesis of valuable imidazole derivatives from readily available raw materials.

Organic Letters published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application In Synthesis of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Paternoga, Jan published the artcileHantzsch Ester-Mediated Photochemical Transformations in the Ketone Series: Remote C(sp3)-H Arylation and Cyclopentene Synthesis through Strain Release, Related Products of nitriles-buliding-blocks, the main research area is ketocyclopropane preparation terminalalkyne diastereoselective cycloaddition Hantzsch ester green chem; mesyloxyketone terminal alkyne diastereoselective cycloaddition Hantzsch ester green chem; ketocyclopentene preparation; cyanopyridine ketocyclopropane preparation coupling reaction Hantzsch ester green chem; cyano pyridine mesyloxyketone coupling reaction Hantzsch ester green chem; pyridinylketone preparation.

A metal-free Hantzsch ester-mediated synthesis of cyclopentenylketones as well as γ-hetarylketones starting from ketocyclopropanes under eco-friendly conditions was developed. The versatility of the developed conditions was shown by reacting ketocyclopropanes in both a formal [3 + 2] cycloaddition with terminal alkynes (further investigated using theor. calculations) and a radical C-C-coupling with cyanopyridines. The newly developed methodologies were later on utilized as a downstream reaction for photogenerated cyclopropanes combining UV and visible light photochem. Following this procedure, a UV-driven Norrish-Yang-type reaction induced the ring strain of the intermediates, which served as activation energy for the subsequent ring transformation.

Journal of Organic Chemistry published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lehmann, Johannes published the artcileThe Kondrat’eva Reaction in Flow: Direct Access to Annulated Pyridines, COA of Formula: C10H6N2O, the main research area is annulated pyridine preparation; continuous flow inverse electron demand Kondrateva cycloaddition reaction; cycloaddition reaction continuous flow oxazole cycloalkene.

A continuous flow inverse-electron-demand Kondrat’eva reaction has been developed that provides direct access to cycloalka[c]pyridines from unactivated oxazoles and cycloalkenes. The cycloadditions of both unactivated alkenes and deactivated oxazoles are promoted in continuous flow at elevated temperatures and pressures (230 °C, 750psi). E.g., reaction of 5-phenyloxazole and cyclopentene in presence of TFA gave 55% 4-phenyl-6,7-dihydro-5H-cyclopenta[c]pyridine (I). Annulated pyridines obtained by this one-step process are valuable scaffolds for medicinal chem.

Organic Letters published new progress about Cycloalkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, COA of Formula: C10H6N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Mohamed, Asmaa H. published the artcileSynthesis of novel quinazolines via nucleophilic cycloaddition of 2-amino-N’-arylbenzimidamides with dimethyl acetylenedicarboxylate and 2-(dicyanomethylene)indan-1,3-dione, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is quinazoline preparation; amino arylbenzimidamide preparation dimethyl acetylenedicarboxylate cycloaddition; dicyanomethylene indan dione amino arylbenzimidamide preparation cycloaddition.

Synthesis of novel tetrahydroquinazoline-2-carboxylate I (R = H, Me; R1 = H, Cl; R2 = H, Me, Cl; R3 = H, Me) and arylaminoquinazoline-2-carboxylate II in good yields has been established via the nucleophilic cycloaddition of 2-amino-N’-arylbenzimidamides III on di-Me acetylenedicarboxylate. Moreover, the reaction of 2-amino-N’-arylbenzimidamides III with 2-(dicyanomethylene)indan-1,3-dione to give 3,4-dihydroquinazolin derivatives IV is studied. A plausible mechanism for the formation of the products is presented.

Monatshefte fuer Chemie published new progress about Benzamidines Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

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