Category: 5153-73-1

Frias, Maria published the artcileAsymmetric Synthesis of Rauhut-Currier type Products by a Regioselective Mukaiyama Reaction under Bifunctional Catalysis, Safety of (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Journal of the American Chemical Society (2017), 139(2), 672-679, database is CAplus and MEDLINE.

The reactivity and the regioselective functionalization of silyl-diene enol ethers under a bifunctional organocatalyst provokes a dramatic change in the regioselectivity, from the 1,5- to the 1,3-functionalization. This variation makes possible the 1,3-addition of silyl-dienol ethers to nitroalkenes, giving access to the synthesis of tri- and tetrasubstituted double bonds in Rauhut-Currier type products. The process takes place under smooth conditions, nonanionic conditions, and with a high enantiomeric excess. A rational mechanistic pathway is presented based on DFT and mechanistic experiments

Journal of the American Chemical Society 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, Safety of (E)-4-(2-Nitrovinyl)benzonitrile.

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

Maity, Soham published the artcileEfficient and Stereoselective Nitration of Mono- and Disubstituted Olefins with AgNO₂ and TEMPO, Quality Control of 5153-73-1, the publication is Journal of the American Chemical Society (2013), 135(9), 3355-3358, database is CAplus and MEDLINE.

Nitroolefins are common and versatile reagents. Their synthesis from olefins is generally limited by the formation of mixtures of cis and trans compounds Here the authors report that silver nitrite (AgNO₂) along with TEMPO can promote the regio- and stereoselective nitration of a broad range of olefins. This work discloses a new and efficient approach wherein, starting from olefin, nitroalkane radical formation and subsequent transformations lead to the desired nitroolefin in a stereoselective manner.

Journal of the American Chemical Society 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

Sharma, Pragati R. published the artcileExperimental and computational studies on the Cinchona anchored calixarene catalysed asymmetric Michael addition reaction, HPLC of Formula: 5153-73-1, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(52), 7249-7252, database is CAplus and MEDLINE.

Lower-rim Cinchona anchored calix[4]arene cationic catalysts were developed for asym. Michael addition of acetylacetone to β-nitrostyrenes. The desired Michael adducts were formed with high yields and enantioselectivities. D. functional theory investigations throw light on the catalyst-substrate interaction and the reaction mechanism.

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 C19H14Cl2, HPLC of Formula: 5153-73-1.

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

Naveen, Togati published the artcileA Predictably Selective Nitration of Olefin with Fe(NO₃)₃ and TEMPO, Category: nitriles-buliding-blocks, the publication is Journal of Organic Chemistry (2013), 78(12), 5949-5954, database is CAplus and MEDLINE.

Ferric nitrate with catalytic TEMPO has been identified as a useful reagent for regio- and stereoselective nitration of a wide variety of aromatic, aliphatic, and heteroaromatic olefins. This reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity. Due to its mild nature and operational simplicity, the present protocol is expected to find application in synthetic setup.

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, Category: nitriles-buliding-blocks.

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

Kwiatkowski, Jacek published the artcileHighly Enantioselective Michael Addition of 2-Fluoro-1,3-diketones to Nitroalkenes, Formula: C9H6N2O2, the publication is European Journal of Organic Chemistry (2015), 2015(2), 320-324, database is CAplus.

The highly enantioselective Michael addition of 2-fluoro-1,3-diketones R¹C(O)CHFC(O)R² (R¹ = Ph, phenanthren-3-yl, furan-2-yl, 4-BrC₆H₄; R² = Me, i-Pr) to nitroalkenes R³CH:CHNO₂ (R³ = i-Pr, Ph, 2-FC₆H₄, etc.) was developed, and the desired adducts I were obtained in good chem. yields with good diastereoselectivities and excellent enantioselectivities. Subsequent stereoselective reduction of the carbonyl groups led to the preparation of a functionalized fluoro isostere of glycerol that contains four continuous stereogenic centers.

European 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, Formula: C9H6N2O2.

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

Li, Zhi-Long published the artcileOrganocatalytic, asymmetric [2+2+2] annulation to construct six-membered spirocyclic oxindoles with six continuous stereogenic centers, Formula: C9H6N2O2, the publication is Catalysts (2016), 6(5), 65/1-65/14, database is CAplus.

Lactols and cyclic hemiaminals were directly used in a one-pot organo/organo dual catalytic system induced [2+2+2] tandem reaction for the asym. construction of six-membered carbocycles. The enamine-based stereoselective Michael addition of lactols or cyclic hemiaminals to electron-deficient olefinic oxindole motifs provided chiral C4 components, which were further combined with triethylamine catalyzed Michael/H sequential reactions affording spirocyclic oxindole derivatives containing six continuous stereogenic centers with excellent enantioselectivities as a single diastereoisomer. All these desired products have versatile mol. complexity, which might have potential applications in synthetic organic chem. and the pharmaceutical industry.

Catalysts 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

Zhou, Enshan published the artcileBINOL-quinine-squaramides as efficient organocatalysts for the asymmetric Michael addition of 2-hydroxy-1,4-naphthoquinone to nitroalkenes, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Tetrahedron: Asymmetry (2014), 25(2), 181-186, database is CAplus.

A set of BINOL-quinine-squaramides were synthesized, and then used as organocatalysts to promote the catalytic enantioselective Michael addition reaction of 2-hydroxy-1,4-naphthoquinone to nitroalkenes with excellent yields and ees (up to 99% yield and 93% ee) at low catalyst loading (0.5 mol %).

Tetrahedron: Asymmetry 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 C15H24S, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Luo, Wenqiang published the artcileChiral phosphoric acid catalyzed 1,3-dipolar cycloadditions of aldehydes, diethyl α-aminomalonate, and nitroalkenes, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Tetrahedron: Asymmetry (2014), 25(10-11), 787-791, database is CAplus.

A one-pot three component 1,3-dipolar cycloaddition reaction of an aldehyde, α-aminomalonate, and nitroalkene has been developed through a BINOL-derived chiral phosphoric acids. This reaction represents one of the most enantioselective catalytic approaches to access structurally diverse pyrrolidine derivatives Under optimized conditions the synthesis of the target compounds was achieved using (11bR)-2,6-bis(9-anthracenyl)-4-(hydroxy)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin (binaphthalenediol-derived cyclic phosphate) as catalyst.

Tetrahedron: Asymmetry 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

Liu, Yan-Kai published the artcileOpen-Close: An Alternative Strategy to α-Functionalization of Lactone via Enamine Catalysis in One Pot under Mild Conditions, Formula: C9H6N2O2, the publication is Organic Letters (2015), 17(8), 2022-2025, database is CAplus and MEDLINE.

An open-close strategy in asym. catalysis is newly developed. With this powerful strategy, lactols are directly applied as potential precursors of lactones in enamine-based asym. Michael reactions providing a facile access to α-functionalized lactones containing two adjacent stereogenic centers as a single diastereomer, e.g. I, in good to excellent yields (up to 99%) and with excellent enantioselectivities (most cases >99%). Moreover, the reaction products are shown to give highly functionalized derivatives by stepwise systematic transformations.

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, Formula: C9H6N2O2.

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

Huang, Ping published the artcileSilver(I)-catalyzed denitrative trifluoromethylation of β-nitrostyrenes with CF₃SO₂Na, Quality Control of 5153-73-1, the publication is Tetrahedron Letters (2016), 57(42), 4705-4708, database is CAplus.

A novel and convenient approach to the synthesis of substituted β-trifluoromethyl styrenes (E)-RCH=CHCF₃ (R = 2,4-Cl₂C₆H₃, 4-O₂NC₆H₄, naphthalen-2-yl, etc.) via a silver(I)-catalyzed denitrative trifluoromethylation of β-nitrostyrenes (E)-RCH=CHNO₂ with CF₃SO₂Na under relatively mild conditions has been developed. This protocol delivered excellent stereoselectivity and showed wide substrate tolerance.

Tetrahedron 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, Quality Control of 5153-73-1.

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