Month: November 2022

Shan, Xiang-Huan published the artcileCopper-catalyzed oxidative benzylic C-H cyclization via iminyl radical from intermolecular anion-radical redox relay, Product Details of C6H4N2, the main research area is nitrile alkylaryl halide copper catalyst oxidative heterocyclization; indole preparation.

The combination of base-promoted benzylic C-H cleavage and copper-catalyzed carbanion-radical redox relay was reported. Catalytic amount of naturally abundant and inexpensive copper salt, such as copper(II) sulfate, was used for anion-radical redox relay without any external oxidant. By avoiding using N-O/N-N homolysis or radical initiators to generate iminyl radicals, this strategy realized modular synthesis of N-H indoles and analogs from abundant feedstocks, such as toluene and nitrile derivatives, and also enabled rapid synthesis of large scale pharmaceuticals.

Nature Communications published new progress about Aromatic nitriles 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

Tao, Shou-Wei published the artcilePalladium-Catalyzed One-Pot Coupling / Cyclization through Mo(CO)6 as the Carbon Monoxide Donor: Synthesis of Quinazolinones, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is quinazolinone preparation; aminobenzamide aryl bromide molybdenum hexacarbonyl carbonylative coupling heterocyclization palladium; aminobenzonitrile aryl bromide molybdenum hexacarbonyl carbonylative coupling heterocyclization palladium.

An efficient and rapid one-pot synthesis of quinazolinones I (R = Ph, [4-(cyanomethyl)phenyl], 2H-1,3-benzodioxol-5-yl, 3,4,5-trimethoxyphenyl, etc.; R1 = H, 8-Me, 7-Cl, etc.; R2 = H, Me, Ph, 4-fluorophenyl) via a three-component carbonylative coupling of 2-aminobenzamide R1-2-NH2C6H3C(O)NHR2 or 2-aminobenzonitrile, Mo(CO)6 and aryl bromides RBr has been developed recently. This method provide a new way to synthesize quinazolinones I which has a wide substrate scope, good functional group tolerance and mild reaction condition.

ChemistrySelect published new progress about Aromatic nitriles 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, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lesniak, Robert K. published the artcileDiscovery of G2019S-Selective Leucine Rich Repeat Protein Kinase 2 inhibitors with in vivo efficacy, Category: nitriles-buliding-blocks, the main research area is pyridinyl indazole preparation protein kinase inhibition mol docking SAR; Kinase inhibitors; LRRK2; Peptides and protein; Rodent models; Selectivity.

The discovery and development of compound I, an indazole-based, G2019S-selective (>2000-fold vs. WT) LRRK2 inhibitor capable of entering rodent brain (Kp = 0.5) and selectively inhibiting G2019S-LRRK2 was reported. The compounds disclosed herein present a starting point for further development of brain penetrant G2019S selective inhibitors that hopefully reduce lung phenotype side-effects and pave the way to providing a precision medicine for people with PD who carry the G2019S mutation.

European Journal of Medicinal Chemistry published new progress about Aromatic nitriles 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, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Chenghao published the artcileRuthenium-catalyzed enantioselective hydrogenation of quinoxalinones and quinazolinones, Application In Synthesis of 1885-29-6, the main research area is quinoxalinone ruthenium catalyst enantioselective hydrogenation; dihydroquinoxalinone preparation; quinazolinone ruthenium catalyst enantioselective hydrogenation; dihydroquinazolinone preparation.

An efficient Ru-catalyzed enantioselective hydrogenation of quinoxalinone and quinazolinone derivatives was successfully developed, provided a straightforward and facile access to chiral dihydroquinoxalinones and dihydroquinazolinones with excellent results (89-98% yields, up to 98% ee). Importantly, the key enantiopure dihydroquinoxalinone intermediate towards the synthesis of a bioactive BRD4 inhibitor was conveniently synthesized by this catalytic hydrogenation methodol.

Organic Chemistry Frontiers published new progress about Aromatic diamines 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, Application In Synthesis of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Salgado, Arturo R. M. published the artcileSynthesis of endo-fused 5-unsubstituted Hexahydro-2H-pyrano[3,2-c]quinolines via Sequential Sc(OTf)3-catalyzed Cationic Imino-Diels-Alder Reaction/N-debenzylation using N-benzylanilines, 3,4-dihydro-2H-pyran and Paraformaldehyde under MW Irradiation, HPLC of Formula: 1885-29-6, the main research area is hexahydropyranoquinoline preparation diastereoselective microwave irradiation; benzylaniline dihydropyran paraformaldehyde Diels Alder debenzylation scandium triflate catalyst; 2- c]quinolones.; Cationic imine Diels-Alder; Lewis acid catalysis; N-debenzylation; microwave irradiation; pyrano[3; scandium triflate.

Hexahydro-2H-pyrano[3,2-c]quinolines I (R = H; R1 = H, Cl, OMe, OH, etc.; RR1 = -(OCH2O)-; R2 = H; R1R2 = -(OCH2O)-; R3 = H, CN, OMe) are known to have antibacterial, antifungal, and antitumor properties. Great efforts have been made to develop new synthetic methods that lead to the synthesis of valuable libraries. Extensive methodologies, low yields, excessive amounts of catalyst and expensive reactants are some of the limitations of current methodologies. A useful and efficient method to construct diversely substituted hexahydro-2Hpyrano[3,2-c]quinolines I into good to excellent yields through a cationic imino-Diels-Alder/N-debenzylation methodol. is developed. The cationic imino-Diels-Alder/N-debenzylation methodol. was used for the preparation of substituted hexahydro-2H-pyrano[3,2-c]quinolines I. It involves the use of Sc(OTf)3 for activation of cationic imino- Diels-Alder cycloaddition reaction of N-benzylanilines R4NHBn (R4 = Ph, 2H-1,3-benzodioxol-5-yl, 2,4-dimethoxyphenyl, etc.), 3,4-dihydro-2H-pyran and paraformaldehyde in MeCN; and microwave irradiation to shorten reaction time to afford new 6-benzyl-hexahydro-2H-pyrano[3,2- c]quinolines I whose catalytic transfer debenzylation reactions with HCO2NH4 in the presence of Pd/C (10%) and methanol give the new 5-unsubstituted pyrano[3,2-c]quinolines I in excellent yields. An efficient method to synthesize hexahydro-2H-pyrano[3,2-c]quinolines I via the cationic imino-Diels-Alder/N-debenzylation methodol. using Sc(OTf)3 0.5% as Lewis Acid catalyst was described. Excellent yields of the products, use of MW irradiation, short times of reactions, and an efficient and highly diversified method are some of the main advantages of this new protocol.

Current Organic Synthesis published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent) (benzyl). 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

Miao, Changqing published the artcileIodine-catalyzed coupling of β-hydroxyketones with aromatic amines to form β-aminoketones and Benzo[h]quinolones, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is aminoketone preparation; benzoquinolone preparation; ketone hydroxy aryl amine coupling iodine catalyst.

An iodine-catalyzed coupling of β-hydroxyketones RC(O)(CH2)2OH (R = Me, Ph) with aromatic amines R1NHR2 (R1 = 3-fluorophenyl, biphenyl-4-yl, quinolin-8-yl, etc.; R2 = H, Me) to yield β-aminoketones RC(O)(CH2)2NR1R2 and benzo[h]quinolones I (X = H, Br) have been developed. Noble metallic catalysts, oxidants, α,β-unsaturated ketone intermediates and aza-Michael addition were not involved in this coupling reaction which made it unique when compared to other reactions reported in literature. Inexpensive iodine catalyst, easy accessible raw materials, mild reaction conditions, good functional group tolerance and excellent selectivity made this coupling reaction be a practical method. This reaction can also be scaled up.

Tetrahedron published new progress about Amines, keto Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Lang published the artcileA practical strategy for construction and regulation of multi-functional triazepinium salts via highly efficient I2-catalyzed cyclization, Product Details of C6H4N2, the main research area is iodine catalyzed cyclization triazolamine ketone triazepinium synthesis; solid state fluorescence triazepinium salt.

Synthesis of new functional organic mols. is a critical path that may greatly accelerate the evolution of organic optoelectronic materials. We have achieved a facile synthesis strategy to produce unique saddle-shaped multi-functional triazepinium salts that exhibit excellent solid-state fluorescence. Their fluorescence performance could be easily regulated by adjusting the dihedral angle between the main skeleton and the substituted moiety, giving a large Stokes shift, non-aggregation quenching, long lifetime, and multilevel-redox characteristics. Thus, e.g., cyclization of triazolamine I with acetone under I2 catalysis in DMSO at 80° for 10 h afforded triazepinium II.I- (85%).

Green Chemistry published new progress about Aliphatic 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

Shackelford, Scott A. published the artcileElectrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples, HPLC of Formula: 5653-62-3, the main research area is nitration aromatic heteroaromatic tetramethylammonium nitrate trifluoromethanesulfonic anhydride; microwave nitration aromatic heteroaromatic tetramethylammonium nitrate.

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Journal of Organic Chemistry published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shackelford, Scott A. published the artcileElectrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples. [Erratum to document cited in CA138:169603], Quality Control of 5653-62-3, the main research area is erratum nitration aromatic heteroaromatic tetramethylammonium nitrate trifluoromethanesulfonic anhydride; microwave nitration aromatic heteroaromatic tetramethylammonium nitrate erratum.

The correct structure of product 37b in Table 5 on page 271 is given. On page 274, the last sentence before the Exptl. Section should read, “”One known compound was obtained for the first time by direct nitration, and…””. On page 2 in the last sentence of the Supporting Information and on page 3 in line 2 of the Supporting Information, “”(431 mmol)”” should be “”(4310 mmol)””.

Journal of Organic Chemistry published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Quality Control of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xue, Gaijun published the artcileCopper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles, Safety of Picolinonitrile, the main research area is aryl nitrile preparation copper catalyst; alkyl hetero arene oxidative carbon bond cleavage cyanation.

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation.

Organic Letters published new progress about Aromatic compounds 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, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts