Month: October 2022

Lamb, Claire J. C.; Nderitu, Bryan G.; McMurdo, Gemma; Tobin, John M.; Vilela, Filipe; Lee, Ai-Lan published the artcile< Auto-Tandem Catalysis: PdII-Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane-1,3-diones>, Category: pyridine-derivatives, the main research area is cyclopentanedione continuous flow preparation autocatalyzed dehydrogenation oxidative Heck coupling; aerobic oxidation; auto-tandem catalysis; one-pot synthesis; oxidative Heck; palladium.

A Pd(II) catalyst system has been used to successfully catalyze two mechanistically distinct reactions in a one-pot procedure: dehydrogenation of 2,2-disubstituted cyclopentane-1,3-diones and the subsequent oxidative Heck coupling. This auto-tandem catalytic reaction is applicable to both batch and continuous flow processes, with the latter being the first example of a tandem aerobic dehydrogenation/oxidative Heck in flow. In addition, a telescoped reaction involving enantioselective desymmetrization of the all-C quaternary center was successfully achieved.

Chemistry – A European Journal published new progress about Cyclopentanes Role: SPN (Synthetic Preparation), PREP (Preparation). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ohmori, Junya; Kubota, Hirokazu; Shimizu-Sasamata, Masao; Okada, Masamichi; Sakamoto, Shuichi published the artcile< Novel α-Amino-3-hydroxy-5-methylisoxazole-4-propionate Receptor Antagonists: Synthesis and Structure-Activity Relationships of 6-(1H-Imidazol-1-yl)-7-nitro-2,3(1H,4H)-pyrido[2,3-b]pyrazinedione and Related Compounds>, Name: 2-Amino-3-nitro-6-picoline, the main research area is azaquinoxalinedione AMPA receptor antagonist structure activity; imidazolyl pyridopyrazinedione preparation AMPA receptor antagonist.

The authors have synthesized and evaluated azaquinoxalinediones for their activity in inhibiting [3H]AMPA binding from rat whole brain. It was found that the azaquinoxalinedione nucleus functions as a bioisostere for quinoxalinedione in AMPA receptor binding. The detailed structure-activity relationships of 6- and/or 7-substituted 2,3(1H,4H)-pyrido[2,3-b]pyrazinedione derivatives showed some differences in comparison with those of the corresponding substituted quinoxalinediones, including 6-(1H-imidazol-1-yl)-7-nitro-2,3(1H,4H)-quinoxalinedione (I) (YM90K). X-ray study showed that conformation of the 7-nitro group of I·HCl was nearly coplanar with the quinoxaline ring, whereas the 6-imidazol-1-yl group was rotated with respect to the aromatic ring. Binding studies indicated that the bulkiness of the 6-substituent on the pyridopyrazinediones may be responsible for the selectivity against the glycine site on the NMDA receptor. Among the azaquinoxalinediones tested, 6-(1H-imidazol-1-yl)-7-nitro-2,3(1H,4H)-pyrido[2,3-b]pyrazinedione (II) exhibited a combination of the best affinity to the AMPA receptor with a Ki value of 0.14 μM and selectivity against the glycine site (no affinity at 10 μM). In vivo, II also protected against sound-induced seizures in DBA/2 mice (min. ED, 10 mg/kg i.p.).

Journal of Medicinal Chemistry published new progress about Anticonvulsants. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Name: 2-Amino-3-nitro-6-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yao, Kun; Yuan, Qianjia; Qu, Xingxin; Liu, Yangang; Liu, Delong; Zhang, Wanbin published the artcile< Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles>, Related Products of 581-47-5, the main research area is chiral piperidinyl amino acid enantioselective preparation.

Chiral piperidine-containing amino acid derivatives, e.g., I, were synthesized via Pd-catalyzed asym. allylic substitution cascade reaction of cinnamyl carbonates, chloroacetamides and substituted pyridines. In situ generated α-(pyridin-1-yl)-acetamides were used as nucleophiles in this cascade reaction. The products could be easily converted into potential bioactive compounds, unnatural chiral amino acids and dipeptides. Pd-catalyzed asym. allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles.

Chemical Science published new progress about Amides Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 581-47-5 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Related Products of 581-47-5.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pan, Qi; Ping, Yuanyuan; Wang, Yifan; Guo, Ya; Kong, Wangqing published the artcile< Ni-Catalyzed Ligand-Controlled Regiodivergent Reductive Dicarbofunctionalization of Alkenes>, Formula: C13H15F3N2O, the main research area is nickel catalyzed ligand controlled regiodivergent reductive dicarbofunctionalization alkene; five six membered benzo fused lactam preparation alkene dicarbofunctionalization; cyclization cross coupling indoleone dihydroquinolinone preparation.

Transition-metal-catalyzed dicarbofunctionalization of alkenes involving intramol. Heck cyclization followed by intermol. cross-coupling has emerged as a powerful engine for building heterocycles with sterically congested quaternary carbon centers. However, only exo-cyclization/cross-coupling products can be obtained; endo-selective cyclization/cross-coupling has not been reported yet and still poses a formidable challenge. We herein report the first example of catalyst-controlled dicarbofunctionalization of alkenes for the regiodivergent synthesis of five- and six-membered benzo-fused lactams bearing all-carbon quaternary centers. Using a chiral Pyrox- or Phox-type bidentate ligand, 5-exo cyclization/cross-couplings proceed favorably to produce indole-2-ones in good yields with excellent regioselectivity and enantioselectivities (up to 98% ee). When C6-carboxylic acid-modified 2,2′-bipyridine was used as the ligand, 3,4-dihydroquinolin-2-ones were obtained in good yields through 6-endo-selective cyclization/cross-coupling processes. This transformation is modular and tolerant of a variety of functional groups. The ligand rather than the substrate structures precisely dictates the regioselectivity pattern. Moreover, the synthetic value of this regiodivergent protocol was demonstrated by the preparation of biol. relevant mols. and structural scaffolds.

Journal of the American Chemical Society published new progress about Alkenylation. 1428537-19-2 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Formula: C13H15F3N2O.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Robke, Lucas; Rodrigues, Tiago; Schroeder, Peter; Foley, Daniel J.; Bernardes, Goncalo J. L.; Laraia, Luca; Waldmann, Herbert published the artcile< Discovery of 2,4-dimethoxypyridines as novel autophagy inhibitors>, Reference of 832735-54-3, the main research area is dimethoxy pyridine derivative preparation autophagy inhibitor structure.

Autophagy is a catabolic process, which mediates degradation of cellular components and has important roles in health and disease. Therefore, small mol. modulators of autophagy are in great demand. Herein, we describe a phenotypic high-content screen for autophagy inhibitors, which led to the discovery of a dimethoxypyridine-based class of autophagy inhibitors, which derive from previously reported, natural product-inspired MAP4K4 inhibitors. Comprehensive structure-activity relationship studies led to a potent compound, and biol. validation experiments indicated that the mode of action was upstream or independent of mTOR.

Tetrahedron published new progress about Apoptosis. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Reference of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chandrashekhar, Vishwas G.; Baumann, Wolfgang; Beller, Matthias; Jagadeesh, Rajenahally V. published the artcile< Nickel-catalyzed hydrogenative coupling of nitriles and amines for general amine synthesis>, Category: pyridine-derivatives, the main research area is amine preparation; nitrile amine hydrogenative coupling nickel catalyzed.

A homogeneous nickel catalyst for hydrogenative cross coupling of a range of aromatic, heteroaromatic, and aliphatic nitriles with primary and secondary amines or ammonia to give amines was reported. This general hydrogenation protocol was showcased by straightforward and highly selective synthesis of >230 functionalized and structurally diverse amines including pharmaceutically relevant and chiral products, as well as 15N-isotope labeling applications.

Science (Washington, DC, United States) published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Maji, Ankur; Gupta, Shivangi; Maji, Milan; Kundu, Sabuj published the artcile< Well-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines>, Recommanded Product: 1-(Pyridin-3-yl)ethanone, the main research area is quinoline pyrrole pyridine preparation density functional theory; amino alc ketone manganese complex catalyst.

Herein, authors report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles and pyridines from amino alcs. and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. Authors also detected two potential intermediates in the catalytic cycle using ESI-MS anal. Based on these studies, a metal-ligand cooperative mechanism was proposed.

Journal of Organic Chemistry published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Recommanded Product: 1-(Pyridin-3-yl)ethanone.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem