Tag: M.W=100-150

Xie, Demeng; Wang, Yingwei; Zhang, Xia; Fu, Zhengyan; Niu, Dawen published the artcile< Alkyl/Glycosyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives>, COA of Formula: C6H4F3N, the main research area is pyridine alkyl regioselective preparation; alkyl glycosyl sulfoxide regioselective stereoselective photochem alkylation methoxypyridinium; Alkyl Sulfoxides; C-Glycosides; Electron Donor-Acceptor Complexes; Photochemistry; Radicals.

Here the use of simple and readily available alkyl sulfoxides as precursors to radicals and their application in the preparation of pyridine derivatives are reported. It was shown that alkyl sulfoxides, N-methoxy pyridinium salts and fluoride anions form electron donor-acceptor (EDA) complexes in solution, which, upon visible light irradiation, undergo a radical chain process to afford various pyridine derivatives smoothly. This reaction displays broad scope with respect to both sulfoxides and N-methoxy pyridinium salts. The synthetic versatility of sulfoxides as a handle in chem. adds to their power as radical precursors. Glycosyl sulfoxides are converted to the corresponding pyridyl C-glycosides with high stereoselectivities. Computational and exptl. studies provide insights into the reaction mechanism.

Angewandte Chemie, International Edition published new progress about Alkylation, regioselective. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, COA of Formula: C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gujjarappa, Raghuram; Vodnala, Nagaraju; Musib, Dulal; Malakar, Chandi C. published the artcile< Organocatalytic Decarboxylation and Dual C(sp3)-H Bond Functionalization Toward Facile Access to Divergent 2,6-Diarylpyridines>, Electric Literature of 350-03-8, the main research area is diarylpyridine preparation; ketone amino acid decarboxylation proline catalyst.

An effective organocatalytic protocol toward the assembly of sym. and unsym. 2,6-diarylpyridines I (R1 = H, Me, CN; R2 = Ph, 4-methylphenyl, 2H-1,3-benzodioxol-5-yl, etc.; R3 = Ph, 4-nitrophenyl, pyridin-3-yl, etc.) is demonstrated. The reaction proceeds through organocatalytic decarboxylation of amino acids R4CH(NH2)C(O)OH and dual C(sp3)-H bond oxidation of carbonyl compounds R1CH2C(O)R2 and R1CH2C(O)R3. Catalyst screening revealed that explicit choice of L-proline could lead to the formation of product with maximum yield and selectivity. The developed process appears with operational simplicity and is consistent with broad range of functional groups.

Asian Journal of Organic Chemistry published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Electric Literature of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fu, Ming-Chen; Shang, Rui; Zhao, Bin; Wang, Bing; Fu, Yao published the artcile< Photocatalytic decarboxylative alkylations mediated by triphenylphosphine and sodium iodide>, Related Products of 350-03-8, the main research area is photocatalytic decarboxylative alkylation triphenylphosphine sodium iodide.

Most photoredox catalysts in current use are precious metal complexes or synthetically elaborate organic dyes, the cost of which can impede their application for large-scale industrial processes. We found that a combination of triphenylphosphine and sodium iodide under 456-nm irradiation by blue light-emitting diodes can catalyze the alkylation of silyl enol ethers by decarboxylative coupling with redox-active esters in the absence of transition metals. Deaminative alkylation using Katritzky’s N-alkylpyridinium salts and trifluoromethylation using Togni’s reagent are also demonstrated. Moreover, the phosphine/iodide-based photoredox system catalyzes Minisci-type alkylation of N-heterocycles and can operate in tandem with chiral phosphoric acids to achieve high enantioselectivity in this reaction.

Science (Washington, DC, United States) published new progress about Acid catalysis (chiral Bronsted acid). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Related Products of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fier, Patrick S.; Kim, Suhong; Cohen, Ryan D. published the artcile< A Multifunctional Reagent Designed for the Site-Selective Amination of Pyridines>, Synthetic Route of 3796-23-4, the main research area is Boc protected aminopyridine chemoselective regioselective preparation; pyridine tert butyl chloro dicyanopyrazinyl oxy carbamate amination.

The development of a multifunctional reagent for the direct conversion of pyridines to Boc-protected 2-aminopyridines such as I [R = H, 3-Br, 4-Ph, etc.] with exquisite site selectivity and chemoselectivity was reported. The novel reagent was prepared on 200g scale in a single step, reacted in title reaction under mild conditions without precautions toward air or moisture, and is tolerant of nearly all common functionality. Exptl. and in situ spectroscopic monitoring techniques provided detailed insights and unexpected findings for the unique reaction mechanism.

Journal of the American Chemical Society published new progress about Amination, regioselective (chemoselective). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Synthetic Route of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Haemmerle, Michael; Le, Minh Hien; Hekmat, Omid published the artcile< GC-FID-based quantification of the sum of the three forms of vitamin B3 from animal liver>, Reference of 93-60-7, the main research area is gas chromatog flame ionization detector vitamin B3 liver; Flame ionization detection; Gas chromatography; Nicotinamide; Nicotinamide adenine dinucleotide; Nicotinic acid; Vitamin B(3).

Vitamin B3 (nicotinic acid, nicotinamide) is an essential water-soluble vitamin and cellular energy metabolism depends on the vitamin B3-derived cofactors. Inaccessible covalently-linked nicotinic acid in food such as maize can cause vitamin B3 deficiency in animals since maize is also deficient in tryptophan, the precursor of nicotinic acid. A sensitive and reproducible GC-FID-based method for the quantification of the sum of the three forms of vitamin B3 from animal liver was developed. Free nicotinic acid, free nicotinamide and nicotinamide moiety of NAD+/NADP+ (and their riboside precursors) were simultaneously derivatized as Me nicotinate. Reaction time and temperature and the extraction procedure for Me nicotinate were optimized. Starting from wild boar liver, removal of proteins, solvent exchange, derivatization, and chloroform extraction resulted in sufficient enrichment and baseline separation of Me nicotinate. The within-laboratory reproducibility of the full procedure was determined with relative standard deviation <10%. On-column limit of detection and lower limit of quantification for Me nicotinate were both sub-picomole. The accuracy of the method was determined from the recoveries of the pre-extraction spiked-in vitamin B3 standards The overall recovery for the full procedure was 16% but very consistent (relative standard deviation = 7%), enabling determination of apparent vitamin B3 concentrations for relative quant. comparison. Analytical Biochemistry published new progress about Esterification (methyl-). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Reference of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gupta, Shivangi; Maji, Ankur; Panja, Dibyajyoti; Halder, Mita; Kundu, Sabuj published the artcile< CuO NPs catalyzed synthesis of quinolines, pyridines, and pyrroles via dehydrogenative coupling strategy>, Recommanded Product: 1-(Pyridin-3-yl)ethanone, the main research area is hydroxymethyl aniline ketone copper nanocatalyst oxidative coupling reaction; quinoline preparation; hydroxypropanamine ketone copper nanocatalyst oxidative coupling reaction; pyridine preparation; hydroxyethanamine ketone copper nanocatalyst oxidative coupling reaction; pyrrole preparation.

Copper oxide nanoparticles catalyzed efficient synthesis of quinolines, pyridines, and pyrroles via alc. dehydrogenative coupling strategy are reported. Employing this catalytic system, various functionalized quinolines, pyridines, and pyrroles were synthesized efficiently from different amino alcs. with a diverse range of ketones. A number of control experiments were performed to shed light on the mechanism. This catalyst was recycled up to 6th run and notably, no significant loss was observed in its catalytic activity.

Journal of Catalysis 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

Aboonajmi, Jasem; Panahi, Farhad; Hosseini, Mina Aali; Aberi, Mahdi; Sharghi, Hashem published the artcile< Iodine-catalyzed synthesis of benzoxazoles using catechols, ammonium acetate, and alkenes/alkynes/ketones via C-C and C-O bond cleavage>, Reference of 350-03-8, the main research area is phenylbenzooxazole preparation; alkene catechol ammonium acetate coupling iodine catalyst; alkyne catechol ammonium acetate coupling iodine catalyst; ketone catechol ammonium acetate coupling iodine catalyst.

An efficient metal-free synthesis strategy of phenylbenzo[d]oxazoles of formula I [R1 = 4-OMe, 5,7-di-tert-bu, 5,7-di-tert-butyl-4-Me, etc.; R2 = Ph, 4-BrC6H4, 4-FC6H4, etc.] was developed via coupling of catechols, ammonium acetate, and alkenes/alkynes/ketones using mol. iodine as the catalyst. The developed methodol. represents an operationally simple, one-pot and large-scale procedure for the preparation of benzoxazole derivatives using mol. iodine as the catalyst.

RSC Advances published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Reference of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lamani, Devappa S.; Badiger, Srikant G.; Singh, Mamata published the artcile< Formation of diaryl sulfides and sulfoxides: Synthesis, characterization and structure activity correlation studies>, Related Products of 3731-53-1, the main research area is diarylsulfide preparation glutathione peroxidase mimetic activity; diarylsulfoxide preparation glutathione peroxidase mimetic activity.

The synthesis of a series of diarylsulfides I [R = C(Me)2CH2OH, 3-pyridyl, 4-MeOC6H4CH2, etc.; X= S] was achieved by reaction of 2,2′-thiobis[benzoyl chloride] with amines followed by the presence of H2O2/t-BuOOH to afford corresponding sulfoxides II [X= S=O]. All the newly synthesized compounds were characterized by 1H, 13C NMR and mass spectroscopic techniques. A detailed mechanistic study indicated that the formation of sulfoxides followed oxidation In addition to synthesis, characterization and mechanistic studies, the glutathione peroxidase(GPx) mimetic activity of the newly synthesized compounds was described. It was observed that the diaryl sulfides having a heterocyclic ring attached to the nitrogen atom facilitated the oxidation of the sulfur center to form the corresponding sulfoxides. The substituents attached to the nitrogen atom played an important role in the catalytic activity of substituted diaryl sulfides. The obtained data supported for the higher antioxidant activity of diaryl sulfides than that of the corresponding sulfoxides.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Related Products of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhou, Xin-Yue; Zhang, Ming; Liu, Zhong; He, Jia-Hao; Wang, Xiao-Chen published the artcile< C3-Selective Trifluoromethylthiolation and Difluoromethylthiolation of Pyridines and Pyridine Drugs via Dihydropyridine Intermediates>, Related Products of 93-60-7, the main research area is trifluoromethylthiopyridine preparation one pot regioselective; pyridine trifluoromethylthiolation difluoromethylthiolation hydroboration oxidative aromatization; difluoromethylthiopyridine preparation regioselective one pot.

Herein, authors report a method for unprecedented C3-selective C-H tri- and difluoromethylthiolation of pyridines. The method relies on borane-catalyzed pyridine hydroboration for generation of nucleophilic dihydropyridines; these intermediates react with trifluoromethylthio and difluoromethylthio electrophiles to form functionalized dihydropyridines, which then undergo oxidative aromatization. The method can be used for late-stage functionalization of pyridine drugs for the generation of new drug candidates.

Journal of the American Chemical Society published new progress about Aromatization. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Related Products of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Vogt, David B.; Seath, Ciaran P.; Wang, Hengbin; Jui, Nathan T. published the artcile< Selective C-F Functionalization of Unactivated Trifluoromethylarenes>, Related Products of 3796-23-4, the main research area is difluoroalkylarene preparation; trifluoromethylarene alkene photocatalytic alkylation.

Fluorinated organic mols. are pervasive within the pharmaceutical and agrochem. industries due to the range of structural and physicochem. properties that fluorine imparts. Currently, the most abundant methods for the synthesis of the aryl-CF2 functionality have relied on the deoxyfluorination of ketones and aldehydes using expensive and poorly atom economical reagents. Here, we report a general method for the synthesis of aryl-CF2R and aryl-CF2H compounds through activation of the corresponding trifluoromethyl arene precursors. This strategy is enabled by an endergonic electron transfer event that provides access to arene radical anions that lie outside of the catalyst reduction potential. Fragmentation of these reactive intermediates delivers difluorobenzylic radicals that can be intercepted by abundant alkene feedstocks or a hydrogen atom to provide a diverse array of difluoalkylaroms.

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem