Nitriles-buliding-blocks

Sau, Abhijit published the artcilePalladium-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals, HPLC of Formula: 68569-14-2, the publication is Angewandte Chemie, International Edition (2017), 56(13), 3640-3644, database is CAplus and MEDLINE.

Palladium(II) in combination with a monodentate phosphine ligand enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Initial mechanistic studies suggest that in the presence of N-phenyl-2-(di-tert-butylphosphino)pyrrole as the ligand, the reaction proceeds via an alkoxy palladium intermediate that increases the proton acidity and oxygen nucleophilicity of the alc. The method is demonstrated with a wide range of glycal donors and acceptors, including substrates bearing alkene functionalities.

Angewandte Chemie, International Edition published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, HPLC of Formula: 68569-14-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Loudon, J. D. published the artcileElimination of sulfinate from sulfonic esters, HPLC of Formula: 13312-84-0, the publication is Journal of the Chemical Society (1959), 1780-2, database is CAplus.

In a typical experiment, 1.4 g. 2-ClC₆H₄CHO, 1.9 g. 4-MeC₆H₄SO₂Cl, 2 cc. dioxane, and 4 cc. H₂O, at 5° treated with 0.66 g. KCN, the mixture stirred 1 h., the solid filtered off, dissolved in 5 cc. 2:2:1 Me₂CO-EtOH-H₂O, filtered, and the filtrate treated with 3 g. ice gave 78% 2-ClC₆H₄CH(CN)OSO₂C₆H₄Me-4 (I), m. 86° (EtOH). In similar fashion were prepared the following RCH(CN)OSO₂C₆H₄Me-4 derivatives (R, % yield, and m.p. given): Ph(Ia), 72, 60°; 2-BrC₆H₄, 75, 104°; 3-MeOC₆H₄, 55, 52°: 2-O₂NC₆H₄(II), 72, 111°; 2,4-Cl₂C₆H₃, 72, 78°; 2,5-Cl(O₂N)C₆H₃, 70, 118°. PhCH(CN)OSO₂C₆H₃Cl₂-2,5, -, 102°, and 4-ClC₆H₄CH(CN)OSO₂C₆H₃Cl₂ -2,5, -, 86°, were also prepared II (1.66 g.) in 10 cc. EtOH kept 0.25 h. with 0.12 g. Na in 2 cc. EtOH, concentrated in vacuo, and the residual material extracted with C₆H₆ left 0.77 g. 4-MeC₆H₄SO₂Na(III) and the C₆H₆ solution chromatographed on alumina gave 0.68 g. O₂NC₆H₄CO₂Et (IV), m. 30°. All the above compounds gave good yields of the corresponding Na sulfinate. When the NaOEt in the experiment with I was replaced by NaCH(CO₂Et)₂, the products were III, IV, and 2-O₂NC₆H₄CH(CN)SO₂C₆H₄Me-4(V), m. 167°. I (1.5 g.) and 5 cc. Et₃N 0.5 h. at 100° gave 2-ClC₆H₄CH(CN)SO₂C₆H₄Me-4(VI), m. 112°, and 2-ClC₆H₄CO₂Et. PhSO₂NPh(CH₂Bz) (0.73 g.) in 10 cc. EtOH and 0.046 g. Na in 3 cc. EtOH as above gave III and BzCO₂Et (identified by reaction with ο-C₆H₄(NH₂)₂ as 2-phenylquinoxaline). Ia (2.87 g.), 20 cc. MeOH, and 1.53 g. NaBr refluxed 1 h. and concentrated gave 70% PhCH(CN)Br, b₁₅ 137-9°, m. 29°. I (0.32 g.), 0.13 g. 4-MeC₆H₄SH, and 0.04 g. NaOH in 8 cc. 4:1 EtOH-H₂O refluxed 0.5 h. gave 85% 2-ClC₆H₄CH(CN)SC₆H₄Me-4. I (0.32 g.) and 0.27 g. III in 5 cc. EtOH refluxed 48 h. gave VI. I (1.6 g.) and 2 cc. anhydrous C₅H₅N at 0° gave the pyridinium derivative (VII), m. 101° (C₆H₆-petr. ether); VII and 5N NaOH gave the betaine, dark red crystals, m. 138° (EtOH). I (0.32 g.) 3 cc. AcOH, 0.05 cc. concentrated H₂SO₄, and 0.15 g. 10% Pd on C absorbed 3 mol equivalents H in 3 h. to give 60% 2-ClC₆-H₄CH₂CH₂NH₂; picrate m. 186° (C₆H₆). CH₂N₂ (approx. 10 g.) in 50 mL. Et₂O and 15.5 g. PhCH₂COCl in 50 cc. Et₂O kept several hrs. and 17 g. powd. 4-MeC₆H₄SO₃H added gave after 12 h. at 20° PhCH₂COCH₂OSO₂C₆H₄Me-4, m. 63° (EtOH).

Journal of the Chemical Society published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, HPLC of Formula: 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Chen, Chen published the artcileDiastereo- and Enantioselective Synthesis of Functionalized Cyclopentenes Containing a Quaternary Chiral Center via a Thiosquaramide-Catalyzed Cascade Michael-Henry Reaction, HPLC of Formula: 5153-73-1, the publication is Journal of Organic Chemistry (2019), 84(23), 15655-15661, database is CAplus and MEDLINE.

An efficient method for the highly diastereoselective synthesis of chiral quaternary center-containing cyclopentenes via a cinchona alkaloid-derived thiosquaramide VIII-catalyzed tandem Michael-Henry reaction of phenacylmalononitriles and nitroolefins was developed. Meanwhile, up to 98% of enantioselectivity was observed A mechanism involving thiosquaramide-catalyzed asym. Michael addition and assisted E2 elimination was proposed based on exptl. data and preliminary theor. anal. (Hartree-Fock calculations).

Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, HPLC of Formula: 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Yan, Xuzhou published the artcileEndo- and Exo-Functionalized Tetraphenylethylene M₁₂L₂₄ Nanospheres: Fluorescence Emission inside a Confined Space, Related Products of nitriles-buliding-blocks, the publication is Journal of the American Chemical Society (2019), 141(24), 9673-9679, database is CAplus and MEDLINE.

The intrinsic relationship between the properties of green fluorescent protein (GFP) and its encapsulated small mol. light machine has spurred many biomimicking studies, aiming at revealing the detailed mechanism and further promoting its wide applications in different disciplines. However, how to build a similar confined microenvironment to mimic the cavity of a β-barrel and the fluorescence turn-on process is a fundamental challenge for both chemists and biologists. Herein, two distinct exo- and endo-functionalized tetraphenylethylene (TPE)-based M₁₂L₂₄ nanospheres with precise distribution of anchored TPE moieties and unique photophys. properties were constructed by means of a coordination-driven self-assembly strategy. Under dilute conditions, the nanospheres fluoresce more strongly than the corresponding TPE subcomponents. Meanwhile, the endo-functionalized sphere is able to induce a higher local concentration and more restrained motion of the enclosed 24 TPE units compared with exo-functionalized counterpart and thus induces much stronger emission due to the restriction of the rotation of the pendant TPE units. The biomimetic methodol. developed here represents a promising way to understand and construct artificial GFP materials on the platforms of supramol. coordination complexes.

Journal of the American Chemical Society published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C19H15NO3, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Jing, Ke published the artcileVisible-light photoredox-catalyzed carboxylation of benzyl halides with CO₂: Mild and transition-metal-free, Computed Properties of 612-13-5, the publication is Chinese Journal of Catalysis (2022), 43(7), 1667-1673, database is CAplus.

The visible-light photoredox-catalyzed carboxylation of benzyl chlorides and bromides with CO₂ has been reported. With inexpensive organic dyes as photocatalysts and amines as electron donors, this carboxylation proceeds well in the absence of sensitive organometallic reagents, transition metal catalysts, or metallic reductants. A wide range of com. available and inexpensive benzyl halides undergo such carboxylation to give valuable aryl acetic acids, including several pharmaceutical mols. and drug precursors, in moderate to high yields. Moreover, this reaction features mild reaction conditions (one atm. pressure of CO₂ and room temperature), broad substrate scope, good functional group tolerance, easy scalability, and low catalyst loading, thus providing an efficient approach for the assembly of aryl acetic acids.

Chinese Journal of Catalysis published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Computed Properties of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Huang, Yunyuan published the artcileDiscovery of novel allosteric site and covalent inhibitors of FBPase with potent hypoglycemic effects, Related Products of nitriles-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2019), 111749, database is CAplus and MEDLINE.

Fructose-1,6-bisphosphatase (FBPase) is an essential enzyme of GNG pathway. Significant advances demonstrate the FBPase plays a critical role in treatment of diabetes. Numerous FBPase inhibitors were developed by targeting AMP site, nevertheless, none of these inhibitors has exhibited suitable potency and druggability. Herein, a new allosteric site (C128) on FBPase was discovered, and several nitrostyrene compounds exhibiting potent FBPase inhibitions were found covalently bind to C128 site on FBPase. Mutagenesis suggest that C128 is the only cysteine that can influence FBPase inhibition, the N125-S124-S123 pathway was most likely involved in allosteric signaling transmission between C128 and active site. However, these nitrostyrenes may bind with multiple cysteine besides C128 in FBPase. To improve pocket selectivity, a series of novel compounds (14a-14n) were re-designed rationally by integrating fragment-based covalent virtual screening and machine-learning-based synthetic complexity evaluation. As expected, the mass spectrometry validated that the proportion of title compounds binding to the C128 in FBPase was significantly higher than that of nitrostyrenes. Notably, under physiol. and pathol. conditions, the treatment of compounds 14b(I), 14c(II), 14i(III) or 14n(IV) led to potent inhibition of glucose production, as well as decreased triglyceride and total cholesterol levels in mouse primary hepatocytes. We highlight a novel paradigm that mol. targeting C128 site on FBPase can have potent hypoglycemic effect.

European Journal of Medicinal Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Chan, Kelvin S. L. published the artcileLigand-enabled cross-coupling of C(sp³)-H bonds with arylboron reagents via Pd(II)/Pd(0) catalysis, Safety of Tetrakis(acetonitrile)palladium(II) Ditriflate, the publication is Nature Chemistry (2014), 6(2), 146-150, database is CAplus and MEDLINE.

There have been numerous developments in C-H activation reactions in the past decade. Attracted by the ability to functionalize mols. directly at ostensibly unreactive C-H bonds, chemists have discovered reaction conditions that enable reactions of C(sp²)-H and C(sp³)-H bonds with a variety of coupling partners. Despite these advances, the development of suitable ligands that enable catalytic C(sp³)-H bond functionalization remains a significant challenge. Herein we report the discovery of a mono-N-protected amino acid ligand that enables Pd(II)-catalyzed coupling of γ-C(sp³)-H bonds in triflyl-protected amines with arylboron reagents. Remarkably, no background reaction was observed in the absence of ligand. A variety of amine substrates and arylboron reagents were cross-coupled using this method. Arylation of optically active substrates derived from amino acids also provides a potential route for preparing non-proteinogenic amino acids.

Nature Chemistry published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Safety of Tetrakis(acetonitrile)palladium(II) Ditriflate.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Li, Sifeng published the artcileEnantioselective synthesis of indole derivatives by Rh/Pd relay catalysis and their anti-inflammatory evaluation, Computed Properties of 68569-14-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(55), 7573-7576, database is CAplus and MEDLINE.

An efficient Rh/Pd relay catalyzed intermol. and cascade intramol. hydroamination for the synthesis of exclusive trans 1-indolyl dihydronaphthalenols (up to 88% yield, 99% ee) I [R = n-Bu, 3-thienyl, phenyl; R¹ = H, 5,8-di-Me, 5,8-di-MeO, etc.] was described under mild conditions. Moreover, the in-silico and in-vitro screening showed that the novel 1-indolyl dihydronaphthalenol products were potent lead compounds for treating inflammation disease.

Chemical Communications (Cambridge, United Kingdom) published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Computed Properties of 68569-14-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhao, Guangkuan published the artcileCucurbit[7]uril promoting PdCl₂-catalyzed cross-coupling reaction of benzyl halides and arylboronic acids in aqueous media, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Tetrahedron Letters (2014), 55(38), 5319-5322, database is CAplus.

The research provides a novel approach for producing diarylmethane derivatives using CB[7]-NaCl-PdCl₂ catalyzed Suzuki cross-coupling reaction of benzyl chloride derivatives and arylboronic acids in ethanol aqueous solution

Tetrahedron Letters published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C5H10O2S, Recommanded Product: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wu, Lulu published the artcileSynthesis of Optically Active 2H-Thiopyrano[2,3-b]quinolines with Three Contiguous Stereocenters via an Organocatalytic Asymmetric Tandem Michael-Henry Reaction [Erratum to document cited in CA160:033796], COA of Formula: C9H6N2O2, the publication is Advanced Synthesis & Catalysis (2014), 356(6), 1134, database is CAplus.

The authors were made of aware of an error regarding the x-ray anal. data for the absolute configuration of compound 5ad; the corrected structure is given and the NMR data and spectra can be found in the Supporting Information.

Advanced Synthesis & Catalysis published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C8H11NO, COA of Formula: C9H6N2O2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts