Category: 5153-73-1

Rani, Dixita published the artcileAsymmetric Michael Addition of Unactivated Ketones with β-Nitrostyrenes Mediated by Bifunctional L-Prolinamide Organocatalysts, Formula: C9H6N2O2, the publication is ChemistrySelect (2020), 5(8), 2435-2440, database is CAplus.

The catalytic activity of two types of L-prolinamide organocatalysts was investigated for asym. Michael addition reaction of cyclic/acyclic ketones with β-nitrostyrens. L-Prolinamides bearing amino groups as efficient catalyst as well as selectivity was found to be dependent upon the position of amine group to the amide bond. Organocatalyst having -NH₂ group ortho to amide bond provided the best results. Substrate scope was also studied by performing the reaction of various β-nitrostyrenes with ketones to afforded the corresponding Michael adducts in excellent yields with very high diastereoselectivities and enantioselectivities in almost all cases.

ChemistrySelect 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, Formula: C9H6N2O2.

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

Mohr, Lisa-Marie published the artcileVisible light-mediated intermolecular [2 + 2] photocycloaddition of 1-aryl-2-nitroethenes and olefins, Name: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Organic & Biomolecular Chemistry (2019), 17(30), 7192-7203, database is CAplus and MEDLINE.

Despite the importance of cyclobutanes there are not many direct [2 + 2] photocycloaddition reactions which can be performed with visible light in the absence of a catalyst. A notable exception is the reaction of 1-aryl-2-nitroethenes and olefins which can be performed at a wavelength of λ = 419 nm or λ = 424 nm in CH₂Cl₂ as the solvent. In the present study, a total of 15 1-aryl-2-nitroethenes were found to undergo a [2 + 2] photocycloaddition with 2,3-dimethyl-2-butene (28-86% yield) and a set of 12 olefins was studied in their photocycloaddition to 1-phenyl-2-nitroethene (37-88% yield). All mechanistic results are in agreement with a triplet reaction pathway and with the intermediacy of a 1,4-diradical.

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, Name: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Mohr, Lisa-Marie published the artcileIntermolecular [2+2] Photocycloaddition of β-Nitrostyrenes to Olefins upon Irradiation with Visible Light, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Synlett (2017), 28(20), 2946-2950, database is CAplus.

The title compounds were found to undergo a [2+2] photocycloaddition with olefins at λ = 419 nm in CH ₂Cl ₂as the solvent. The resulting cyclobutanes were isolated in yields of 32-87% (11 examples) and showed a defined relative configuration at C1/C4 in the major diastereoisomer (nitro and aryl trans). The anal. of side products and triplet sensitization experiments support a mechanistic scenario in which a 1,4-diradical is formed as a key intermediate.

Synlett 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, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Mandal, Tanumoy published the artcileOrganophotoredox Catalyzed Stereoselective Nitration of Olefins with tert-Butyl Nitrite under Air, Product Details of C9H6N2O2, the publication is Asian Journal of Organic Chemistry (2022), 11(1), e202100601, database is CAplus.

An efficient method for the E-selective synthesis of nitroolefins was developed by employing DDQ as the organophotoredox catalyst in combination with tert-BuONO (TBN) as a nitrating agent under visible-light irradiation This green transition metal-free approach utilizes aerial oxygen as the terminal oxidant and occurs at room temperature Following the established protocol, 41 different olefines containing broad diversity of substituents were nitrated in good to excellent yields. Mechanistic experiments and photophys. studies revealed the probable mechanism.

Asian 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, Product Details of C9H6N2O2.

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

Hao, Feiyue published the artcileDirect Aziridination of Nitroalkenes Affording N-Alkyl-C-nitroaziridines and the Subsequent Lewis Acid Mediated Isomerization to β-Nitroenamines, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Organic Letters (2017), 19(19), 5442-5445, database is CAplus and MEDLINE.

A mild and highly diastereoselective one-pot synthesis of trans-N-alkyl-C-nitroaziridines was achieved by treatment of nitroalkenes with aliphatic amines and N-chlorosuccinimide. Treatment of the obtained aziridines with a Lewis acid resulted in a facile ring opening reaction, accompanied by rearrangement and isomerization into functionalized (Z)-β-nitroenamines.

Organic Letters 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, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Hemmaragala, Nanjundaswamy Marishetty published the artcileFunctionalized Silver Nanoparticle Catalyzed [3+2] Cycloaddition Reaction: Greener Route to Substituted-1,2,3-triazolines, Application of (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Catalysis Letters (2016), 146(2), 464-473, database is CAplus.

The [3+2] cycloaddition reaction between nitroolefins and alkyl/aryl azides was studied using functionalized silver nanoparticles (FnAgNPs) of average diameter 23 ± 1 nm as catalyst produced by the plant extract Protorhus longifolia. FnAgNPs was found to catalyze the reactions efficiently yielding a series of 1,5-disubstituted-1,2,3-triazolines, e.g. I, under mild reaction conditions with no side products. The catalytic activity of FnAgNPs was compared with naked AgNPs and FnAgNPs found to be very effective. Except solvents, the whole experiments do not require any chem./reagent which makes the process green.

Catalysis Letters 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, Application of (E)-4-(2-Nitrovinyl)benzonitrile.

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

Qiao, Baokun published the artcileOrganocatalytic Asymmetric Michael Addition of 5H-Oxazol-4-ones to Nitroolefins, Category: nitriles-buliding-blocks, the publication is Organic Letters (2013), 15(10), 2358-2361, database is CAplus and MEDLINE.

The first organocatalytic asym. Michael addition of 5H-oxazol-4-ones to nitroolefins has been developed. In the presence of easily prepared L-tert-leucine-derived tertiary amine/thiourea catalyst I, the Michael addition of 5H-oxazol-4-ones to nitroolefins proceeded in an excellent diastereo- and enantioselective manner (up to 99% ee and >19:1 dr). The Michael adducts obtained are valuable precursors for the synthesis of chiral α-alkyl-α-hydroxy carboxylic acid derivatives, which represent a series of versatile building blocks in many biol. active compounds

Organic Letters 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

Autade, Snehalata B. published the artcileSulfated tungstate a heterogeneous acid catalyst for synthesis of 4-aryl-NH-1,2,3-triazoles by 1,3-dipolar cycloaddition of nitroolefins with NaN₃, Quality Control of 5153-73-1, the publication is Synthetic Communications (2019), 49(15), 1947-1956, database is CAplus.

A facile and new method for the synthesis of 4-aryl-NH-1,2,3-triazoles from nitroolefins and NaN₃ by 1,3-dipolar cycloaddition reaction, employing a mild solid inorganic acid sulfated tungstate as a heterogeneous catalyst was developed. The protocol emphasized broad substrate scope with many functionalities, less reaction time, stability to open air, easy work-up, and with good to excellent yields.

Synthetic Communications 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, Quality Control of 5153-73-1.

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