Month: November 2022

Zhou, Jingwei published the artcileCatalyst-free photoinduced selective oxidative C(sp3)-C(sp3) bond cleavage in arylamines, HPLC of Formula: 204078-32-0, the main research area is arylamine selective oxidative bond cleavage photochem catalyst free.

Due to the directional nature of sp3-hybridized orbitals and the absence of π-orbitals, the oxidative cleavage of the kinetically and thermodynamically stable C(sp3)-C(sp3) bond is extremely difficult and remains scarcely explored. In this work, under the double argument of quantum mechanics (QM) computations and meticulous experiments on authors’ well-designed C-C single bond cleavage mechanism, authors discovered a means of photoinduced selective oxidative C(sp3)-C(sp3) bond cleavage in arylamines, easily achieved by simple visible light irradiation using O2 as a benign oxidant under very mild conditions. The utility of methodol. was demonstrated by the C(sp3)-C(sp3) bond cleavage in morpholine/piperazine arylamines with excellent functional group tolerance. Importantly, this methodol. is noteworthy, not only it does not require any catalysts, but also it provides valuable possibilities for the scalable functionalization of clin. drugs and natural products.

Green Chemistry published new progress about C-C bond cleavage (photochem.). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, HPLC of Formula: 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mohammadinezhad, Arezou published the artcileCoII immobilized on an aminated magnetic metal-organic framework catalyzed C-N and C-S bond forming reactions: a journey for the mild and efficient synthesis of arylamines and arylsulfides, HPLC of Formula: 1885-29-6, the main research area is arylamine preparation; amine aryl halide cross coupling cobalt nanocatalyst; arylsulfide preparation; aryl halide thiol cross coupling cobalt nanocatalyst.

A simple and versatile method for the modification of a metal-organic framework (NH2-MIL53(Al)) in a step-wise manner was reported. To characterize the synthesized nanostructured catalyst, a variety of spectroscopic and microscopic techniques including FT-IR, XRD, BET, TEM, FE-SEM, EDX, EDX-mapping, TGA, XPS, VSM, ICP-OES and CHN have been employed. Fe3O4@AMCA-MIL53(Al)-NH2-CoII NPs, which benefit from small nanocrystalline size (10-30 nm, according to the XRD and TEM data) in combination with the coexistence of magnetic nanoparticles, a metal-organic framework, and cobalt species, were found to be an excellent environment catalyst to promote the C-N and C-S cross coupling reactions. A wide range of functional substrates including electron-withdrawing and electron-donating aryl halides RC6H4X (R = H, 2-O2N, 3-H3C, 4-CHO, etc.; X = I, Br, Cl) underwent the coupling reaction with aromatic/heteroaromatic/benzylic and aliphatic amines R1NH2 (R1 = Bu, 2-pyridy, 2-chlorobenzyl, 4-bromophenyl, etc.) and sulfides R2NH2 (R2 = 3-sulfanylpropyl, 4-nitrophenyl, 2-hydroxyethyl, etc.). The results demonstrated that the yields of the target products RC6H4NHR1/RC6H4SHR2 were good to excellent and the catalyst can be recycled for at least seven recycling runs without a discernible decrease in its catalytic activity. Furthermore, the heterogeneity studies (such as hot filtration and poisoning tests) efficiently confirmed that the as-synthesized nanostructured catalyst is heterogeneous and completely stable under the reaction conditions. This study inspires more interest in designing novel catalysts based on using low-cost metal ions (such as cobalt) in the field of cross coupling reactions.

New Journal of Chemistry published new progress about Aryl halides 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, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sajadi, Mahdieh Sadat published the artcileSynthesis of N-aryl-3H-indazol-3-imine and N-aryl-1H-indazol-3-amine via Na2WO4/H2O2 mediated by intramolecular N-N coupling, Quality Control of 1885-29-6, the main research area is arylindazolimine preparation disodium tungstate catalyst; aminoarylbenzimidamide intramol oxidative cyclization.

A fast and convenient method for synthesis of N-aryl-1H-indazol-3-amine and N-aryl-3H-indazol-3-imine compounds has been described via intramol. oxidative cyclization of the 2-amino-N’-arylbenzimidamide intermediates by Na2WO4/H2O2 in excellent yields. This procedure has several advantages such as mild reaction conditions, short reaction time, and excellent yields, making this methodol. practical.

Tetrahedron published new progress about Bond formation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Quality Control of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nishino, Mayuko published the artcileCopper-Mediated C-H/C-H Biaryl Coupling of Benzoic Acid Derivatives and 1,3-Azoles, Application of 4-(5-Oxazolyl)benzonitrile, the main research area is biaryl preparation; amide aromatic heteroaromatic coupling azole copper mediated.

A precious metal-free copper-mediated intermol. diaryl coupling of aromatic and heteroaromatic amides XC(O)NHQ (Q = 8-quinolinyl; X = Ph, 3-MeC6H4, 4-t-BuC6H4, 1-naphthyl, 2-furyl, 2-thienyl, 1-methyl-2-indolyl, 4-pyridyl, etc.) with 1,3-azoles R-H (R = 2-benzoxazolyl, 5-phenyl-2-oxazolyl, 2-thiazolyl, 1-methyl-2-imidazolyl, etc.) to provide the corresponding biaryls o-RXC(O)NHQ has been developed. The key to success is the installation of an amide-based bidentate coordinating group, which can be easily transformed into an ester group after the coupling reaction. Kinetic studies indicated that the rate-limiting step is the aromatic C-H bond cleavage of the N-(8-quinolinyl) amides.

Angewandte Chemie, International Edition published new progress about Arylation. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Application of 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dong, Sanfeng published the artcileOne step stereoselective synthesis of oxazoline-fused saccharides and their conversion into the corresponding 1,2-cis glycosylamines bearing various protected groups, COA of Formula: C6H4N2, the main research area is transition state glycosylamine oxazolinose benzonitrile aminoglycoside synthesis crystal structure.

Herein we disclosed a straightforward synthesis of oxazoline-fused saccharides (oxazolinoses) from peracetylated saccharides and benzonitriles under acidic conditions with stoichiometric amounts of water. The d. functional theory (DFT) calculations have revealed the origin of the stereoselectivity and the key role of water in promoting the departure of the acetyl group at C-2. The resulting oxazolinoses can be concisely converted into the corresponding 1,2-cis glycosylamines bearing various protected groups, allowing the access to schisandrin derivatives

Organic & Biomolecular Chemistry published new progress about Crystal structure. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, COA of Formula: C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kumar, Ankit published the artcileBase-Promoted Synthesis of Polysubstituted 4-Aminoquinolines from Ynones and 2-Aminobenzonitriles under Transition-Metal-Free Conditions, Application In Synthesis of 1885-29-6, the main research area is aminoquinoline preparation; ynone aminobenzonitrile tandem aza Michael addition intramol annulation; aminonaphthyridine preparation; aminonicotinonitrile ynone aza Michael addition intramol annulation.

A transition-metal-free and base-promoted one-pot reaction of ynones with 2-aminobenzonitriles was described. The reaction was initiated through sequential aza-Michael addition/intramol. annulation to afford multisubstituted 4-aminoquinolines I [R1 = Ph, 2-thienyl, 4-MeC6H4, etc.; R2 = Ph, 4-MeC6H4, 3-thienyl, etc.; R3 = H, 6,7-di-MeO, 6-F, etc.; X = CH] and 4-amino-1,8-naphthyridines I [X = N] in good to excellent yields. Operational simplicity, high atom-economy with broad substrate scope made this protocol more attractive. Also, the gram-scale synthesis and further transformation of the product were studied. Addnl., 2-haloarylyones as substrate provided N-arylquinolones/1,8-naphthyridin-4-ones II [R4 = H, 4-Me, 4,5-di-MeO; Y = CH, N] as the sole product via the SNAr mechanism.

Advanced Synthesis & Catalysis published new progress about Aza-Michael reaction. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application In Synthesis of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

He, Dongxu published the artcileAsymmetric Transfer Hydrogenation of Densely Functionalized Diheteroaryl and Diaryl Ketones by a Ru-Catalyst of Minimal Stereogenicity, Product Details of C6H4N2, the main research area is ruthenium pyridinemethanamine phosphine complex preparation enantioselective transfer hydrogenation catalyst; heteroaryl aryl ketone enantioselective transfer hydrogenation ruthenium catalyst.

A highly enantioselective asym. transfer hydrogenation (ATH) of densely functionalized diheteroaryl and diaryl ketones was developed using ruthenium catalysts such as I of minimal stereogenicity. Various ketone substrates with structurally and electronically similar groups attached to the prochiral centers such as 2-pyridinyl 3-pyridinyl ketone were reduced successfully in good to excellent enantioselectivities and yields. This protocol provides practical and efficient access to chiral diheteroarylmethanols and benzhydrols, which are key intermediates in pharmaceuticals and biol. active compounds

Organic Letters published new progress about Aryl ketones 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, Product Details of C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Banerjee, Indrani published the artcileEfficient and chemoselective hydroboration of organic nitriles promoted by TiIV catalyst supported by unsymmetrical acenaphthenequinonediimine ligand, Formula: C6H4N2, the main research area is titanium acenaphthenequinonediimine complex catalyst chemoselective hydroboration organic nitrile; crystal structure mol titanium acenaphthenequinonediimine complex preparation.

We report the synthesis, characterization, and utilization of a titanium (IV) complex [(η5-C5H5){L}TiCl2] (1) supported by a monoanionic ligand (L), N-(2, 6-diisopropyl)acenaphthenequinonediimido, as a mol. pre-catalyst for the hydroboration of nitriles. The unsym. N-silylated N-(2, 6-diisopropyl)-N-(trimethylsilyl)-acenaphthenequinonediimine ligand (LSiMe3) was obtained upon the completion of a one-pot reaction between N-(2, 6-diisopropyl)iminoacenaphthenone and lithium hexamethyldisilazide in the presence of trimethylsilyl chloride in 1:1:1 M ratio at 90 °C. The reaction of LSiMe3 with (η5-(C5H5)TiCl3) in equal proportion (1:1) at 60 °C afforded the titanium complex [(η5-C5H5){L}TiCl2] (1) in good yield. The mol. structures of the N-silyl ligand (LSiMe3) and Ti(IV) complex 1 were established by single-crystal X-ray anal. Complex 1 was tested as a pre-catalyst for hydroboration of nitriles with pinacolborane (HBpin) and catecholborane (HBcat) to afford diboryl amines at ambient temperature Titanium complex 1 exhibited high conversion, superior selectivity, and broad functional group tolerance during hydroboration of nitriles with both HBpin and HBcat under mild conditions.

Journal of Organometallic Chemistry published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), 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

Song, Wangze published the artcileCopper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles, HPLC of Formula: 1885-29-6, the main research area is indole preparation copper catalyst; propargylic alc enol nucleophile tandem annulation enol nucleophilic addition.

A method to access various multisubstituted indoles from propargylic alcs. and readily available enol nucleophiles by copper-catalyzed tandem annulation/enol nucleophilic addition has been developed. Compared to the expensive metal catalysts such as platinum, gold, silver, and palladium used previously, the most economical copper(I) catalyst could achieve this reaction efficiently. The fused heterocyclic compounds, pyrrolo[1,2-a]indoles, could be afforded by further transformation of the products. The allyl cation intermediate may be involved in the mechanism.

Organic & Biomolecular Chemistry published new progress about Cyclization. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Delcaillau, Tristan published the artcileNickel-Catalyzed Reversible Functional Group Metathesis Between Aryl Nitriles And Aryl Thioethers, HPLC of Formula: 100-70-9, the main research area is aryl nitrile preparation; thioether aryl nitrile reversible functional group metathesis nickel catalyst; aromatic thioether preparation; nitrile aryl thioether reversible functional group metathesis nickel catalyst.

A new functional group metathesis between aryl nitriles and aryl thioethers via nickel/dcype catalysis to achieve fully reversible transformation to afford aryl nitriles R-CN [R = 4-tBuC6H4, 3-FC6H4, 2-naphthyl, etc.] and aryl thioethers R1-SMe [R1 = 4-NCC6H4, 2-pyridyl, 4-F3CC6H4, etc.] in good to excellent yields was reported. Furthermore, the cyanide and thiol-free reaction showed high functional-group tolerance and great efficiency for late-stage derivatization of com. mols. Finally, synthetic applications demonstrated its versatility and utility in multistep synthesis.

Journal of the American Chemical Society published new progress about Metathesis. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts