Author: Jessica.F

Ali, Shaukat published the artcileDesign and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile, the publication is Molecules (2013), 18(12), 14711-14725, database is CAplus and MEDLINE.

A series of 4-arylthiophene-2-carbaldehydes I [R = Ph, 5-Me-2-thienyl, 3,5-(F₃C)₂C₆H₃, etc.] were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, hemolytic, antiurease, nitric oxide (NO) scavenging capabilities and almost all products exhibited good activities. Compound I [R = 3-CN-5-F₃C-C₆H₃] revealed excellent antibacterial activity and was also found to be the best NO scavenger with an IC₅₀ value of 45.6 μg/mL. Moreover, compound I [R = 4-F-3-Cl-C₆H₃] exhibited a superior hemolytic action and an outstanding urease inhibition with an IC₅₀ value of 27.1 μg/mL.

Molecules published new progress about 479411-95-5. 479411-95-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Boronic acid and ester,Benzene,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile, and the molecular formula is C14H15BF3NO2, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile.

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

Franke, Jenna M. published the artcileBODIPY Fluorophores for Membrane Potential Imaging, Safety of 2,4-Dimethyl-1H-pyrrole-3-carbonitrile, the publication is Journal of the American Chemical Society (2019), 141(32), 12824-12831, database is CAplus and MEDLINE.

Fluorophores based on the BODIPY scaffold are prized for their tunable excitation and emission profiles, mild syntheses, and biol. compatibility. Improving the water-solubility of BODIPY dyes remains an outstanding challenge. The development of water-soluble BODIPY dyes usually involves direct modification of the BODIPY fluorophore core with ionizable groups or substitution at the boron center. While these strategies are effective for the generation of water-soluble fluorophores, they are challenging to implement when developing BODIPY-based indicators: direct modification of BODIPY core can disrupt the electronics of the dye, complicating the design of functional indicators; and substitution at the boron center often renders the resultant BODIPY incompatible with the chem. transformations required to generate fluorescent sensors. In this study, we show that BODIPYs bearing a sulfonated aromatic group at the meso position provide a general solution for water-soluble BODIPYs. We outline the route to a suite of 5 new sulfonated BODIPYs with 2,6-disubstitution patterns spanning a range of electron-donating and -withdrawing propensities. To highlight the utility of these new, sulfonated BODIPYs, we further functionalize them to access 13 new, BODIPY-based, voltage-sensitive fluorophores (VF). The most sensitive of these BODIPY VF dyes displays a 48% ΔF/F per 100 mV in mammalian cells. Two addnl. BODIPY VFs show good voltage sensitivity (≥24% ΔF/F) and excellent brightness in cells. These compounds can report on action potential dynamics in both mammalian neurons and human stem cell-derived cardiomyocytes. Accessing a range of substituents in the context of a water-soluble BODIPY fluorophore provides opportunities to tune the electronic properties of water-soluble BODIPY dyes for functional indicators.

Journal of the American Chemical Society published new progress about 26187-28-0. 26187-28-0 belongs to nitriles-buliding-blocks, auxiliary class Pyrrole,Nitrile, name is 2,4-Dimethyl-1H-pyrrole-3-carbonitrile, and the molecular formula is C7H8N2, Safety of 2,4-Dimethyl-1H-pyrrole-3-carbonitrile.

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

Wang, Chengpeng published the artcileDirect β-Alkenylation of Ketones via Pd-Catalyzed Redox Cascade, Computed Properties of 68569-14-2, the publication is Organic Letters (2019), 21(9), 3377-3381, database is CAplus and MEDLINE.

A direct β-alkenylation of simple ketones with alkenyl bromides is reported via a Pd-catalyzed redox cascade strategy. The reaction is redox neutral and directing-group-free, in the absence of strong acids or bases. Both cyclic and linear ketones are suitable substrates, and various alkenyl bromides can be coupled. The resulting β-alkenyl ketones are readily derivatized through diverse alkene functionalization.

Organic Letters 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 C5H10Cl3O3P, Computed Properties of 68569-14-2.

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

Li, Gen published the artcileP(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate, Synthetic Route of 214360-44-8, the publication is Journal of the American Chemical Society (2020), 142(38), 16205-16210, database is CAplus and MEDLINE.

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD₃NO₂, CH₃¹⁵NO₂, and ¹³CH₃NO₂), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.

Journal of the American Chemical Society published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Synthetic Route of 214360-44-8.

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

Zhu, Yadong published the artcileOrganocatalytic enantioselective Michael addition of cyclic hemiacetals to nitroolefins: a facile access to chiral substituted 5- and 6-membered cyclic ethers, Application of (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Organic & Biomolecular Chemistry (2015), 13(16), 4769-4775, database is CAplus and MEDLINE.

An efficient aminocatalytic enantioselective Michael addition of readily available cyclic hemiacetals to nitroolefins has been developed. The strategy serves as a powerful approach to synthetically valuable chiral 3-substituted tetrahydrofurans (THFs) I [R = Et, Ph, 3-NO₂-C₆H₄, etc.] and tetrahydropyrans (THPs) II. The synthetic utilities of the versatile Michael adducts also have been demonstrated in the synthesis of 2,3-disubstituted cyclic ethers, α-substituted lactones and venlafaxine analogs.

Organic & Biomolecular 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 C11H15NO2, Application of (E)-4-(2-Nitrovinyl)benzonitrile.

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

Mehta, K. J. published the artcilePreparation and antimicrobial activity of p-chloro-p’-(α-carbamoylbenzylamino)diphenyl sulfones and 3-amino-2-aryl-5-p-chlorophenylsulfonylindoles, Quality Control of 13312-84-0, the publication is Acta Ciencia Indica, Chemistry (1985), 11(3), 187-90, database is CAplus.

4-ClC₆H₄SO₂C₆H₄NHCHRR¹ (I, R = Ph, 2-HOC₆H₄, 3-HOC₆H₄, 4-HOC₆H₄, MeOC₆H₄, 2-ClC₆H₄, 4-ClC₆H₄, 3,4-MeO(HO)C₆H₃, PhCH:CH, 4-O₂NC₆H₄, 2-furyl; R¹ = cyano) were prepared by treating RCH(OH)CN with 4-ClC₆H₄SO₂C₆H₄NH₂-4. Treatment of I (R¹ = cyano) with H₂SO₄ for 2 days gave I (R¹ = CONH₂) whereas after 7 days the indoles II were obtained. I (R¹ = CONH₂) have bactericidal activity against Staphylococcus aureus and Escherichia coli (no data).

Acta Ciencia Indica, Chemistry 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, Quality Control of 13312-84-0.

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

Rokade, Balaji V. published the artcileSynthesis of substituted nitroolefins: a copper catalyzed nitrodecarboxylation of unsaturated carboxylic acids, COA of Formula: C9H6N2O2, the publication is Organic & Biomolecular Chemistry (2013), 11(39), 6713-6716, database is CAplus and MEDLINE.

A novel, mild and convenient method for the nitrodecarboxylation of substituted cinnamic acid derivatives to their nitroolefins is achieved using a catalytic amount of CuCl (10 mol%) and tert-Bu nitrite (2 equivalent) as a nitrating agent in the presence of air. This reaction provides a useful method for the synthesis of β,β-disubstituted nitroolefin derivatives, which are generally difficult to access from other conventional methods. Addnl., this reaction is selective as the E-isomer of the acid derivatives furnishes the corresponding E-nitroolefins. One more salient feature of the method is, unlike other methods, no metal nitrates or HNO₃ are employed for the transformation.

Organic & Biomolecular 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, COA of Formula: C9H6N2O2.

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

Kovtunenko, V. A. published the artcileCondensed isoquinolines. 38*. azolo[b]isoquinolines from 2-(halomethyl)benzoic acid derivatives, COA of Formula: C8H6ClN, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2011), 47(8), 996-1005, database is CAplus.

On interacting 2-(chloromethyl)-, 2-(bromomethyl)benzonitrile or Me 2-(bromomethyl)benzoate with 1-R-1H-imidazoles and 1-R-1H-benzimidazoles quaternary diazolium salts are formed, the heating of which with bases (K₂CO₃, Et₃N) led to the intramol. acylation products, 1-alkyl-10-amino-1H-imidazo[1,2-b]isoquinolin-4-ium halides, 5-alkyl-6-amino-5H-benzimidazo[1,2-b]isoquinolin-12-ium halides, or 1-alkyl-1H-imidazo[1,2-b]isoquinolin-4-ium-10-olate halides.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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, COA of Formula: C8H6ClN.

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

Taylor, Edward C. published the artcilePteridines. XXXVIII. Synthesis of some 2,4-diamino-6-substituted methylpteridines. New route to pteroic acid, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Journal of Organic Chemistry (1975), 40(16), 2347-51, database is CAplus.

6-Substituted 2,4-diaminopteridines I and 6-substituted pterins II (R = Cl, OH, H, p-ClC6H4, p-EtO2CC6H4NH, PhCH2, etc.) were prepared by reaction of 2-amino-3-cyano-5-chloromethylpyrazine with nucleophiles, followed by ring closure with guanidine to give I, and final acid hydrolysis to II. The pyrazine oxides III (R = PhCH2S, p-O2NC6H4NMe, p-O2NC6H4NH) were prepared by treating XCH2COCH:NOH (X = Cl, Br) with H2NCH(CN)2.p-MeC6H4SO3H and nucleophiles.

Journal of Organic Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C5H6N2O2, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Li, Kelin published the artcileEnantioselective addition of amines to alkenoyl-N-oxazolidinones, Category: nitriles-buliding-blocks, the publication is Tetrahedron (2005), 61(26), 6237-6242, database is CAplus.

Investigations of cationic Pd(II) complex I as hydroamination catalyst led to the development of highly enantioselective addition of aromatic amines 4-R²C₆H₄NH₂ (R² = H, Cl, Me, MeO) to alkenoyl-N-oxazolidinones II (R¹ = Me, Et, n-Pr), giving aminated products III (configuration unassigned) with ee values up to 93%. Factors affecting the yield and selectivity of the reaction were described. Addition of substituted benzylamines IV (R¹ = H, R² = H, MeO, Me; R¹ = R² = MeO; R¹ = Br, R² = H) to these Michael acceptors was also attempted, and was found to be reversible under catalytic conditions.

Tetrahedron 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, Category: nitriles-buliding-blocks.

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