Category: 3796-23-4

Zhang, Qun-Liang; Yu, Qin-qin; Ma, Li; Lu, Xuelian; Fan, Qing-Tian; Duan, Tian-Shun; Zhou, Yirong; Zhang, Fang-Lin published the artcile< A Metal-Free Visible-Light Photoredox Construction and Direct C-H Functionalization of Pyridines: Green Synthesis of Polysubstituted Picolinaldehydes>, COA of Formula: C6H4F3N, the main research area is picolinaldehyde preparation green chem; pyridine metal free visible light electrocyclization tandem Minisci reaction.

The development of a novel environmental benign and sustainable synthetic method for highly efficient construction and direct C-H functionalization of N-heterocycles remains a pivotal central research topic for organic and medicinal chem. Herein, a novel visible-light-enabled biomimetic aza-6π electrocyclization for efficient assembly of diverse pyridines and further tandem Minisci-type reaction were developed. A broad spectrum of polysubstituted picolinaldehydes were readily constructed with high efficacy and good functional group tolerance under metal- and oxidant-free conditions.

Journal of Organic Chemistry published new progress about Cyclization, electrophilic. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, COA of Formula: C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bazyar, Zahra; Tavakoliana, Mina; Hosseini-Sarvari, Mona published the artcile< Au-Pd@ZnO alloy nanoparticles: a promising heterogeneous photocatalyst toward decarboxylative trifluoromethylation under visible-light irradiation>, Electric Literature of 3796-23-4, the main research area is trifluoromethyl arene preparation; carboxylic acid decarboxylative trifluoromethylation palladium gold alloy nanoparticle photocatalyst.

Considering the high synergistic effect of Pd and Au supported on semiconductors, herein, Au-Pd@ZnO was synthesized and characterized with high potential toward the decarboxylative trifluoromethylation of aromatic carboxylic acids RCOOH (R = Ph, 1-naphthyl, benzthiophen-2-yl, etc.). Moreover, the combination of pyridine N-oxide and trifluoroacetic anhydride as a cost-effective and easy-to-handle source of CF3 could successfully generate the trifluoromethyl radical in the presence of the photocatalyst. To shed light on the synergistic effect of Pd and Au various control experiments were conducted, indicating the crucial role of both of them. This protocol was applicable to different aromatic and heteroaromatic compounds to deliver desired adducts in moderate to good yields and high functional group tolerance. Au-Pd@ZnO not only exhibited high catalytic performance but can also be recovered three times.

New Journal of Chemistry published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Electric Literature of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lemmens, Vincent; Vos, Christophe; Bugaev, Aram L.; Vercammen, Jannick; Van Velthoven, Niels; Gascon, Jorge; De Vos, Dirk E. published the artcile< Ru-Bipyridine Entrapped in the Supercages of EMC-1 Faujasite as Catalyst for the Trifluoromethylation of Arenes>, Reference of 3796-23-4, the main research area is hetero arene trifluoromethylation ruthenium bipyridine supercage faujasite catalyst photochem; Ru(bipy)32+; faujasite; heterogeneous catalysis; photocatalysis; trifluoromethylation.

Trifluoromethyl (CF3) groups are versatile structural motifs especially in the field of agrochems. and pharmaceuticals. However, current trifluoromethylation reactions are generally associated with stoichiometric amounts of transition metals/metal oxidants, homogeneous catalysts, high temperatures, and expensive trifluoromethylating agents. In this work, the homogeneous photocatalyst Ru(bipy)32+ is entrapped in the pores of a faujasite support (EMC-1) via a “”ship-in-a-bottle”” strategy. The formation of the coordination compound was confirmed by Fourier transform IR (FTIR), UV-Vis spectroscopy, and X-ray absorption spectroscopy (XAS). Due to its high stability toward acidified environments, this single-site heterogeneous catalyst is suitable for the trifluoromethylation of synthetically interesting (hetero)arenes under visible-light irradiation at room temperature Furthermore, the heterogeneous catalyst could efficiently be reused for at least three times with minimal catalyst leaching/deactivation.

ACS Applied Materials & Interfaces published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Reference of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Padilla-Salinas, Rosaura; Anderson, Rachel; Sakaniwa, Kentaro; Zhang, Shuting; Nordeen, Patrick; Lu, Chuanjun; Shimizu, Toshiyuki; Yin, Hang published the artcile< Discovery of Novel Small Molecule Dual Inhibitors Targeting Toll-Like Receptors 7 and 8>, Reference of 3796-23-4, the main research area is oxadiazole derivative preparation dual inhibitor TLR7 TLR8.

Endosomal toll-like receptors (TLRs) 7 and 8 recognize viral single-stranded RNAs, a class of imidazoquinoline compounds, 8-oxo-adenosines, 8-aminobenzodiazepines, pyrimidines, and guanosine analogs. Substantial evidence is present linking chronic inflammation mediated specifically by TLR7 to the progression of autoimmunity. We identified a new TLR7/8 dual inhibitor (1) and a TLR8-specific inhibitor (2) based on our previous screen targeting TLR8. Compound 1, bearing a benzanilide scaffold, was found to inhibit TLR7 and TLR8 at low micromolar concentrations We envisioned making modifications on the benzanilide scaffold of 1 resulting in a class of highly specific TLR7 inhibitors. Our efforts led to the discovery of a new TLR8 inhibitor (CU-115) and identification of a TLR7/8 dual inhibitor (CU-72), bearing a distinct di-Ph ether skeleton, with potential for TLR7 selectivity optimization. Given the role of TLR8 in autoimmunity, we also optimized the potency of 2 and developed a new TLR8 inhibitor bearing a 1,3,4-oxadiazole motif.

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Reference of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Zhong; He, Jia-Hao; Zhang, Ming; Shi, Zhu-Jun; Tang, Han; Zhou, Xin-Yue; Tian, Jun-Jie; Wang, Xiao-Chen published the artcile< Borane-Catalyzed C3-Alkylation of Pyridines with Imines, Aldehydes, or Ketones as Electrophiles>, Category: pyridine-derivatives, the main research area is C3 selective pyridine preparation regioselective; pyridine imine aldehyde ketone alkylation borane catalyst.

Achieving C3-selective pyridine functionalization is a longstanding challenge in organic chem. The existing methods, including electrophilic aromatic substitution and C-H activation, often require harsh reaction conditions and excess pyridine and generate multiple regioisomers. Herein, authors report a method for borane-catalyzed tandem reactions that result in exclusively C3-selective alkylation of pyridines. These tandem reactions consist of pyridine hydroboration, nucleophilic addition of the resulting dihydropyridine to an imine, an aldehyde, or a ketone, and subsequent oxidative aromatization. Because the pyridine is the limiting reactant and the reaction conditions are mild, this method constitutes a practical tool for late-stage functionalization of structurally complex pharmaceuticals bearing a pyridine moiety.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yang, Gongming; Li, Zhipeng; Liu, Yuhan; Guo, Donghui; Sheng, Xijun; Wang, Jian published the artcile< Organocatalytic Higher-Order [8+2] Cycloaddition for the Assembly of Atropoenantiomeric 3-Arylindolizines>, Application of C6H4F3N, the main research area is arylindolizine preparation enantioselective; ylide ynal cycloaddition organocatalyst.

An unprecedented atroposelective [8+2] cycloaddition reaction between pyridinium/isoquinolinium ylides and ynals was presented. It was worth noting that this protocol represented a new example of the organocatalyzed atropoenantioselective higher-order cycloaddition reaction, providing various axial chiral 3-arylindolizines, e.g., I in good yields and high enantioselectivities. In addition, the obtained axially chiral 3-aryldolizines also provided many opportunities for structural transformations and potential drug discovery.

Organic Letters published new progress about Alkynes, internal Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Application of C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bazyar, Zahra; Hosseini-Sarvari, Mona published the artcile< Au@ZnO Core-Shell: Scalable Photocatalytic Trifluoromethylation Using CF3CO2Na as an Inexpensive Reagent under Visible Light Irradiation>, Application In Synthesis of 3796-23-4, the main research area is trifluoromethylated compound preparation; photocatalytic trifluoromethylation gold nanoparticle modified zincoxide photocatalyst.

Trifluoromethylation is of significant importance for the synthesis of many small mols. vital for medicinal and agrochem. research. The importance of the CF3 group as well as the related synthetic challenges is so evident that many reagents have been reported for the synthesis of trifluoromethylated compounds, but these typical reagents are expensive and the methods for preparing them are difficult. Here, we report a new scalable and operationally simple trifluoromethylation reaction using sodium trifluoroacetate as a reagent and Au-modified ZnO as a photocatalyst under visible light irradiation The reaction proceeds via trifluoromethylation of a broad range of aryl halides, arylboronic acids, and arene and heteroarene substrates. Some pharmaceutical and agrochem. compounds have been trifluoromethylated directly to demonstrate the applicability of the method.

Organic Process Research & Development published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Application In Synthesis of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Jian-Yuan; Miklossy, Gabriella; Modukuri, Ram K.; Bohren, Kurt M.; Yu, Zhifeng; Palaniappan, Murugesan; Faver, John C.; Riehle, Kevin; Matzuk, Martin M.; Simmons, Nicholas published the artcile< Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis>, Reference of 3796-23-4, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Reference of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Luo, Yun-Cheng; Tong, Fei-Fei; Zhang, Yanxia; He, Chun-Yang; Zhang, Xingang published the artcile< Visible-Light-Induced Palladium-Catalyzed Selective Defluoroarylation of Trifluoromethylarenes with Arylboronic Acids>, Application of C6H4F3N, the main research area is trifluoromethylarene arylboronic acid palladium defluoroarylation cross coupling oxidative addition; diaryldifluoromethane preparation selective photochem.

An unprecedented excited-state palladium catalysis strategy for selective defluoroarylation of trifluoromethylarenes with arylboronic acids was reported. This visible-light-induced palladium-catalyzed cross-coupling proceeded under mild reaction conditions and allowed transformation of a variety of arylboronic acids and ArCF3. Preliminary mechanistic studies revealed that the oxidative addition of the C(sp3)-F bond in ArCF3 to excited-state palladium(0) via a single electron transfer pathway is responsible for the C(sp3)-F bond activation.

Journal of the American Chemical Society published new progress about Aralkyl fluorides Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Application of C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Xiaojuan; Zhang, Qiang; Zhang, Weigang; Wang, Yi; Pan, Yi published the artcile< Decarboxylative Alkylation of Heteroarenes Using N-Hydroxybenzimidoyl Chloride Esters>, Recommanded Product: 3-(Trifluoromethyl)pyridine, the main research area is heteroarene hydroxybenzimidoyl chloride ester decarboxylative alkylation.

Functionalized N-heteroarenes are highly desired motifs in medicinal chem. and pharmaceutical industry. Minisci-type reactions usually require a protonated N-heteroarene for the alkyl radical to attack. This work describes a leaving-group-assisted redox-active ester to enable direct coupling of an amino acid with N-heteroarenes. The efficient and sustainable photoredox strategy provides rapid access to an alkylated heterocyclic manifold.

Journal of Organic Chemistry published new progress about Alkylation (decarboxylative). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Recommanded Product: 3-(Trifluoromethyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem