Month: December 2022

Han, Xiaoyu published the artcileA highly enantioselective Friedel-Crafts reaction of 3,5-dimethoxylphenol with nitroolefins mediated by a bifunctional quinine derived thiourea catalyst, COA of Formula: C9H6N2O2, the publication is Organic & Biomolecular Chemistry (2017), 15(16), 3401-3407, database is CAplus and MEDLINE.

A useful enantioselective Friedel-Crafts reaction of 3,5-dimethoxylphenol with nitroolefins catalyzed by a bifunctional quinine derived thiourea catalyst was developed. The Michael addition products could be obtained in good to high yields (68-92%) and with excellent enantioselectivities (89-98% ee). Such a reaction is exceptionally attractive in virtue of its simple protocol, ready availability of the starting materials, and practical applications of the products.

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

Dou, Xiaowei published the artcileAsymmetric synthesis of 3-spirocyclopropyl-2-oxindoles via intramolecular trapping of chiral aza-ortho-xylylene, Category: nitriles-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(80), 9224-9226, database is CAplus and MEDLINE.

Chiral aza-ortho-xylylene intermediates were efficiently generated from 3-chloro-3-substituted oxindole precursors I (R = H, 5-Br, 6-Cl, 5-Cl) and (E)-R¹CH:CHNO₂ (R¹ = Ph, 2-BrC₆H₄, 3-BrC₆H₄, 3-ClC₆H₄, 4-ClC₆H₄, 4-FC₆H₄, 2-MeC₆H₄, 4-MeOC₆H₄, 4-NCC₆H₄, 1-naphthyl, 2-furyl, 2-thienyl, phenethyl). The process was catalyzed by chiral quinine derivative II. The first intramol. trapping of chiral aza-ortho-xylylene intermediates led to a highly asym. synthesis of 3-spirocyclopropyl-2-oxindoles III.

Chemical Communications (Cambridge, United Kingdom) 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, Category: nitriles-buliding-blocks.

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

Chen, Peiran published the artcileKinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30, Safety of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Tetrahedron Letters (2014), 55(14), 2290-2294, database is CAplus.

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed.

Tetrahedron Letters 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, Safety of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

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

Zhang, Mengmeng published the artcileVisible Light Mediated C(sp³)-H Alkenylation of Cyclic Ethers Enabled by Aryl Ketone, Formula: C9H6N2O2, the publication is ChemCatChem (2019), 11(6), 1606-1609, database is CAplus.

C-H Alkenylation of cyclic ethers (THF, 1,4-dioxane) using the readily available nitroalkenes as the alkenylating reagents which gave α-alkenyl ethers Ar(CH:CH)_nR [Ar = Ph, 2-naphthyl, 2-thienyl, etc.; R = 1,2-dimethoxyethane, tetrahydrofuran-2-yl, 1,4-dioxan-2-yl] with high E-selectivity was developed. The mechanism study revealed that alkenylation proceeded through a proton coupled electron transfer (PCET) process with a de-nitration.

ChemCatChem 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 C8H16O2, Formula: C9H6N2O2.

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

Zhang, Chun-Bo published the artcileDesign and synthesis of 6-alkyloxy[1,2,4]triazolo[1,5-a]quinazoline derivatives with anticonvulsant activity, Synthetic Route of 612-13-5, the publication is Medicinal Chemistry Research (2012), 21(10), 3294-3300, database is CAplus.

6-(Benzyloxy or alkoxy)[1,2,4]triazolo[1,5-a]quinazoline derivatives were synthesized in four steps starting from 1,3-cyclohexanedione, DMF-DMA, and aminotriazole followed by bromination, dehydrobromination and finally reaction with benzyl or alkyl halides. The anticonvulsant activity of all the target compounds, characterized by IR, ¹H-NMR and MS, were evaluated using Maximal electroshock test. The pharmacol. results showed that some of the compounds displayed pos. anticonvulsant activity. Among them, 6-(benzyloxy)-[1,2,4]triazolo[1,5-a]quinazoline was the most active compound with an ED₅₀ value of 78.9 mg/kg and a PI value of 9.0.

Medicinal Chemistry Research 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 C22H18Cl2N2, Synthetic Route of 612-13-5.

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

Li, Guoshuai published the artcilePalladium-Catalyzed meta-Selective C-H Functionalization by Noncovalent H-Bonding Interaction, Recommanded Product: 2-Fluoro-4,5-dimethoxybenzonitrile, the publication is ACS Catalysis (2021), 11(16), 10460-10466, database is CAplus.

Herein, a palladium-catalyzed meta-selective C-H olefination of aromatic carbonyl compounds such as acetophenone, benzaldehyde, Me benzoate, N,N-diisopropylbenzamide, etc. by noncovalent hydrogen-bonding interaction was reported. N,N’-Substituted ureas RNHC(O)NHR¹ [R = cyclohexyl, 3,5-bis(trifluoromethyl)phenyl; R¹ = cyclohexyl, 2-(2-cyanophenoxy)ethyl, 2-phenoxyethyl, etc.] were engineered to serve as a H-bonding donor for binding to the substrates and, meanwhile, achieve site-selective control by the integrated directing group.

ACS Catalysis published new progress about 119396-88-2. 119396-88-2 belongs to nitriles-buliding-blocks, auxiliary class Fluoride,Nitrile,Benzene,Ether, name is 2-Fluoro-4,5-dimethoxybenzonitrile, and the molecular formula is C9H8FNO2, Recommanded Product: 2-Fluoro-4,5-dimethoxybenzonitrile.

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

Jin, Xin published the artcileDesign, synthesis, and anticancer activity of novel berberine derivatives prepared via CuAA C “click” chemistry as potential anticancer agents, Safety of 2-(Chloromethyl)benzonitrile, the publication is Drug Design, Development and Therapy (2014), 1047-1059, database is CAplus and MEDLINE.

A series of novel derivatives of phenyl-substituted berberine triazolyls has been designed and synthesized via copper-catalyzed azide-alkyne cycloaddition click chem. in an attempt to develop antitumor agents. All of the compounds were evaluated for anticancer activity against a panel of three human cancer cell lines, including MCF-7 (breast), SW-1990 (pancreatic), and SMMC-7721 (liver) and the noncancerous human umbilical vein endothelial cell (HUVEC) cell lines. The results indicated that most of the compounds displayed notable anticancer activities against the MCF-7 cells compared with berberine. Among these derivatives, compound 16 showed the most potent inhibitory activity against the SW-1990 and SMMC-7721 cell lines, with half-maximal inhibitory concentration (IC₅₀) values of 8.54±1.97 μM and 11.87±1.83 μM, resp. Compound 36 exhibited the most potent inhibitory activity against the MCF-7 cell line, with an IC₅₀ value of 12.57±1.96 μM. Compound 16 and compound 36 exhibited low cytotoxicity in the HUVEC cell line, with IC₅₀ values of 25.49±3.24 μM and 30.47±3.47 μM. Furthermore, compounds 14, 15, 16, 17, 18, 32, and 36 exhibited much better selectivity than berberine toward the normal cell line HUVEC.

Drug Design, Development and Therapy 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, Safety of 2-(Chloromethyl)benzonitrile.

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

Liu, Xin-yong published the artcileSynthesis and anti-HIV activity evaluation of novel 2,4-disubstituted 7-methyl-1,1,3-trioxo-2,4-dihydro-pyrazolo-[4,5-e][1,2]thiadiazines, HPLC of Formula: 612-13-5, the publication is Archiv der Pharmazie (Weinheim, Germany) (2008), 341(4), 216-222, database is CAplus and MEDLINE.

A series of novel 2,4-disubstituted 7-methyl-1,1,3-trioxo-2,4-dihydro-pyrazolo[4,5-e] [1,2,4]thiadiazines (PTDs) was synthesized, structurally confirmed by spectral anal., and evaluated for their anti-HIV activities by inhibition of HIV-induced cytopathogenicity in MT-4 cell culture. The results showed that some compounds exhibited inhibitory activity specifically against HIV-2 replication. The most active HIV-2 inhibitor was compound I with an EC₅₀ value of 18.7 μM and SI = 15, which may provide a useful lead for further mol. optimization.

Archiv der Pharmazie (Weinheim, Germany) 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, HPLC of Formula: 612-13-5.

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

Zhan, Peng published the artcileSynthesis and anti-HIV activity of novel 2,4-disubstituted-7-methyl-1,1,3-trioxo-2H,4H-pyrazolo[4,5-e][1,2,4]thiadiazine derivatives, Name: 2-(Chloromethyl)benzonitrile, the publication is Drug Discoveries & Therapeutics (2011), 5(6), 279-285, database is CAplus and MEDLINE.

Sixteen 2,4-dibenzyl-substituted 7-methyl-1,1,3-trioxo-2H,4H-pyrazolo[4,5-e][1,2,4]thiadiazines (PTDs) were prepared by a facile 1-pot reaction starting from 7-methyl-pyrazolo[4,5-e][1,2,4]thiadiazine and two different benzyl halides. The structures of all synthesized compounds were confirmed by ¹H- and ¹³C-NMR, IR spectra (IR) and mass spectra (MS). Anti-HIV activity was evaluated and none of the compounds inhibit HIV replication in human T-lymphocyte (MT-4) cell culture.

Drug Discoveries & Therapeutics 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 C9H9ClN2, Name: 2-(Chloromethyl)benzonitrile.

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

Kanega, Ryoichi published the artcileDiphenyl Carbonate Synthesis by Homogeneous Pd Electrocatalyst, Recommanded Product: Tetrakis(acetonitrile)palladium(II) Ditriflate, the publication is Topics in Catalysis (2014), 57(10-13), 995-999, database is CAplus.

Electrochem. carbonylation of phenol with CO to di-Ph carbonate (DPC) using Pd electrocatalyst was studied at P(CO) = 1 atm and room temperature Electrochem. carbonylation was conducted by galvanostatic electrolysis at 1 mA in electrolyte solutions containing phenol, Na phenoxide and MeCN. Electrochem. carbonylation by Pd was promoted by using 1,3-dimesitylimidazol-2-ylidene (IMes) ligand of a N-heterocyclic carbene. The current efficiency of DPC increased >3.4 times using the IMes ligand. The maximum current efficiency of DPC formation was 45%.

Topics in Catalysis 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, Recommanded Product: Tetrakis(acetonitrile)palladium(II) Ditriflate.

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