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Journal articles on the topic 'Nitrostyrene'

Author: Grafiati

Published: 4 June 2021

Last updated: 13 February 2022

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1

Safaei, Elham, Sara Sobhani, and Nasrin Razavi. "Efficient synthesis of 2-indolyl-1-nitroalkanes catalyzed by tetramethyl-tetra-3,4-pyridinoporphyrazinato copper(II) methyl sulfate." Journal of Porphyrins and Phthalocyanines 16, no. 02 (2012): 227–34. http://dx.doi.org/10.1142/s1088424612004549.

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A new method for the synthesis of 2-indolyl-1-nitroalkanes from indoles and β-nitrostyrene via Michael addition catalyzed by [ Cu (3,4-tmtppa)] (MeSO4)4 as a reusable catalyst under solvent-free conditions is described. This method has been also successfully applied for Michael addition of 3-methyl-1-phenyl-5-pyrazolone with β-nitrostyrenes.

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2

Itoh, Kuniaki, Shigehisa Kishimoto та Kazuo Sagi. "Novel formation of isoxazoline N-oxide in addition to Michael adduct from the reaction of β-nitrostyrenes with 2-methoxyfuran — Experimental and theoretical studies". Canadian Journal of Chemistry 87, № 6 (2009): 760–74. http://dx.doi.org/10.1139/v09-068.

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2-Methoxyfuran reacts with β-nitrostyrenes to give Michael adducts. Interestingly, isoxazoline N-oxides were obtained in the reactions with β-nitrostyrenes possessing additional electron-withdrawing groups [COPh (2f) and CO2Et (2g)]. (Z)-Nitrostyrene (2g) gives trans-isoxazoline (4g) and (E)-nitrostyrene (2f) leads to the cis-form product 4f. We have used theoretical methods to investigate the mechanism and to probe the regio- and stereo-selectivity observed in the rearrangement and the Michael reactions. To account for the selectivity observed in these reactions, we examined the Fukui functio

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3

Komala, Ismiarni, Supandia, Nurhasnib та ін. "Microwave Assisted Synthesis of p-Methoxycinnamamides and p-Methoxy-β-nitrostyrenes from Ethyl p-methoxycinnamate and Screening their Anti-inflammatory Activity". Natural Product Communications 12, № 8 (2017): 1934578X1701200. http://dx.doi.org/10.1177/1934578x1701200830.

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A new modification reaction of ethyl p-methoxycinnamate (1) to afford a series of p-methoxycinnamamide and p-methoxy-β-nitrostyrene has been developed by using the assistance of the unmodified microwave oven. The synthesized compounds were characterized by using various spectroscopic techniques and furthermore screened for their anti-inflammatory activity by using anti-denaturation of heat bovine serum albumin (BSA) method. The result of bioassay indicated that p-methoxycinnamamide derivatives and p-methoxy-β-nitrostyrenes showed interesting anti-inflammatory activity.

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4

Wang, Yen-Yun, Pei-Wen Hsieh, Yuk-Kwan Chen, et al. "CYT-Rx20 Inhibits Cervical Cancer Cell Growth and Migration Through Oxidative Stress-Induced DNA Damage, Cell Apoptosis, and Epithelial-to-Mesenchymal Transition Inhibition." International Journal of Gynecologic Cancer 27, no. 7 (2017): 1306–17. http://dx.doi.org/10.1097/igc.0000000000001033.

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ObjectiveThe β-nitrostyrene family has been reported to possess anticancer properties. However, the anticancer activity of β-nitrostyrenes on cervical cancer cells and the underlying mechanisms involved remain unexplored. In this study, a β-nitrostyrene derivative CYT-Rx20 (3′-hydroxy-4′-methoxy-β-methyl-β-nitrostyrene) was synthesized, and its anticancer activity on cervical cancer cells and the mechanisms involved were investigated.MethodsThe effect of CYT-Rx20 on human cervical cancer cell growth was evaluated using cell viability assay. Reactive oxygen species (ROS) generation and annexin

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5

Pomarański, Piotr, and Zbigniew Czarnocki. "l-Prolinal Dithioacetal: A Highly Effective Organocatalyst for the Direct Nitro-Michael Addition to Selected Cyclic and Aromatic Ketones." Synthesis 51, no. 17 (2019): 3356–68. http://dx.doi.org/10.1055/s-0037-1611531.

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The synthesis of novel l-prolinal dithioacetal and its application as an organocatalyst for the direct Michael addition of cyclic ketones and acetophenone derivatives to trans-β-nitrostyrene and related compounds is described. The prolinal dithioacetal acts as effective catalyst in the case of cyclic ketones of different ring size, in particular five- and six-membered examples, as well as larger and smaller ring systems. High enantioselectivity and diastereoselectivity is observed for different substrates and trans-β-nitrostyrenes. Also, the first asymmetric syntheses of selected 2-methyl-4-ni

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6

Alfarisi, Salman, Mardi Santoso, Alfinda Novi Kristanti, Imam Siswanto та Ni Nyoman Tri Puspaningsih. "Synthesis, Antimicrobial Study, and Molecular Docking Simulation of 3,4-Dimethoxy-β-Nitrostyrene Derivatives as Candidate PTP1B Inhibitor". Scientia Pharmaceutica 88, № 3 (2020): 37. http://dx.doi.org/10.3390/scipharm88030037.

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A derivative series of 3,4-dimethoxy-β-nitrostyrene was synthesized through nitroaldol reaction, including a new compound of 3,4-ethylenedioxy-β-bromo-β-nitrostyrene. The antimicrobial activity effect of 3,4-alkyloxy modification of β-nitrostyrene was investigated. A molecular docking study was also performed to obtain information about their interactions with protein tyrosine phosphatase 1B (PTP1B). The active residues of cysteine-215 and arginine-221 of PTP1B play a key role in signaling pathways that regulate various microorganism cell functions. It also acts as a negative regulator in sign

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7

Lazic, Jelena, Jelena Spasic, Djordje Francuski, et al. "Importance of the N-terminal proline for the promiscuous activity of 4-oxalocrotonate tautomerase (4-OT)." Journal of the Serbian Chemical Society 81, no. 8 (2016): 871–81. http://dx.doi.org/10.2298/jsc160222053l.

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Michael addition of aldehydes to nitroolefins is an effective method to obtain useful chiral ?-nitroaldehydes. ?-Nitroaldehydes are precursors for chiral ?-aminobytiric acid analogues which have numerous pharmacological activities and are used for treatment of neurological disorders. A whole-cell system based on recombinantly expressed 4-oxalocrotonate tautomerase (4-OT) has been developed and shown to be an effective biocatalyst for Michael addition of branched aldehydes to ?-nitrostyrenes. The aim of this study was to investigate the influence of the substitution of the N-terminal proline wi

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8

Shultsev, A. L. "Preparation of 4-nitrostyrene." Russian Journal of General Chemistry 83, no. 10 (2013): 1859–63. http://dx.doi.org/10.1134/s1070363213100101.

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9

Pavlovica, S., A. Gaidule та A. Zicmanis. "Synthesis of Β-Nitrostyrene in Highly Hydrophilic Ionic Liquid Media". Latvian Journal of Chemistry 52, № 1-2 (2014): 49–53. http://dx.doi.org/10.2478/ljc-2013-0005.

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Abstract The condensation reaction of benzaldehyde with nitromethane that resulted in the formation of β-nitrostyrene was studied in ionic liquid media - (2-hydroxyethyl)ammonium carboxylates (formates, lactates, acetates) without application of any other catalyst. The dependence of product yield on the ionic liquid cation and anion structure, the polarity of the ionic liquid and the pseudo-pH value of the reaction medium was investigated. The highest yield of the condensation reaction product - β-nitrostyrene was achieved in (2-hydroxyethyl) ammonium formate medium

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10

Clavijo, R. E., R. Araya-Maturana, B. K. Cassels, and B. Weiss-López. "Infrared spectra of nitrostyrene derivatives." Spectrochimica Acta Part A: Molecular Spectroscopy 50, no. 12 (1994): 2105–15. http://dx.doi.org/10.1016/0584-8539(94)80105-3.

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11

Hamdellou, Lamine, Olivier Hernandez та Jean Meinnel. "4-Dimethylamino-β-nitrostyrene and 4-dimethylamino-β-ethyl-β-nitrostyrene at 100 K". Acta Crystallographica Section C Crystal Structure Communications 62, № 9 (2006): o557—o560. http://dx.doi.org/10.1107/s0108270106025819.

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12

More, Ganesh Vasant, and Bhalchandra Mahadeo Bhanage. "Synthesis of a chiral fluorescence active probe and its application as an efficient catalyst in the asymmetric Friedel–Crafts alkylation of indole derivatives with nitroalkenes." Catalysis Science & Technology 5, no. 3 (2015): 1514–20. http://dx.doi.org/10.1039/c4cy01456a.

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13

Xu, Gang, Haisheng Wei, Yujing Ren, Jianzhong Yin, Aiqin Wang, and Tao Zhang. "Chemoselective hydrogenation of 3-nitrostyrene over a Pt/FeOx pseudo-single-atom-catalyst in CO2-expanded liquids." Green Chemistry 18, no. 5 (2016): 1332–38. http://dx.doi.org/10.1039/c5gc01914a.

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14

Zuev, V. V., P. V. Zgonnik, L. D. Turkova, and L. A. Shibaev. "Thermal degradation of poly-p-nitrostyrene." Polymer Degradation and Stability 63, no. 1 (1999): 15–17. http://dx.doi.org/10.1016/s0141-3910(98)00055-x.

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15

Rafizadeh, Karim, and Keith Yates. "ONE-POT SYNTHESIS OF NITROSTYRENE OXIDES." Organic Preparations and Procedures International 17, no. 2 (1985): 140–42. http://dx.doi.org/10.1080/00304948509355487.

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16

Tay, Wee Shan, Xiang-Yuan Yang, Yongxin Li, Sumod A. Pullarkat, and Pak-Hing Leung. "Nickel catalyzed enantioselective hydroarsination of nitrostyrene." Chemical Communications 53, no. 47 (2017): 6307–10. http://dx.doi.org/10.1039/c7cc02044a.

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17

Günler, Z. Inci, Xavier Companyó, Ignacio Alfonso, Jordi Burés, Ciril Jimeno, and Miquel A. Pericàs. "Deciphering the roles of multiple additives in organocatalyzed Michael additions." Chemical Communications 52, no. 41 (2016): 6821–24. http://dx.doi.org/10.1039/c6cc01026a.

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The synergistic effects of multiple additives (water and acetic acid) on the asymmetric Michael addition of acetone to nitrostyrene catalyzed by primary amine-thioureas (PAT) were precisely determined.

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18

Pal, Mrityunjoy, Dulal Musib, Maynak Pal та ін. "A noncovalent hybrid of [Pd(phen)(OAc)2] and st-DNA for the enantioselective hydroamination of β-nitrostyrene with methoxyamine". Organic & Biomolecular Chemistry 19, № 23 (2021): 5072–76. http://dx.doi.org/10.1039/d1ob00714a.

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A DNA-based palladium catalyst was used as a strategic tool for the sustainable and enantioselective Markonicov hydroamination of β-nitrostyrene with methoxyamine in aqueous medium at room temperature.

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19

Guy, Michelle, Sally Freeman, John Alder, and Simon Brandt. "The Henry reaction: spectroscopic studies of nitrile and hydroxylamine by-products formed during synthesis of psychoactive phenylalkylamines." Open Chemistry 6, no. 4 (2008): 526–34. http://dx.doi.org/10.2478/s11532-008-0054-z.

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AbstractA clandestine two-step route to psychoactive racemic phenylalkylamines utilises the Henry reaction. In the first step an aromatic aldehyde reacts with a nitroalkane to give the nitrostyrene intermediate. In the second step the nitrostyrene is reduced to the phenylalkylamine. An impurity profile of both steps was evaluated through the synthesis and analysis of common street derivatives. The formation of nitrile impurities in the nitroaldol reaction and hydroxylamine impurities in the reduction step were shown by NMR spectroscopy and GC-MS. A selection of reducing agents has been used to

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20

Tanaka, Koichi, Kenji Sakuragi, Hiroto Ozaki та Yoshiki Takada. "Highly enantioselective Friedel–Crafts alkylation of N,N-dialkylanilines with trans-β-nitrostyrene catalyzed by a homochiral metal–organic framework". Chemical Communications 54, № 49 (2018): 6328–31. http://dx.doi.org/10.1039/c8cc03447h.

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The first enantioselective Friedel–Crafts alkylation of N,N-dialkylanilines with trans-β-nitrostyrene catalyzed by a homochiral MOF afforded the addition products in high yields (∼96%) with excellent ee (∼98%).

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21

Lou, Yang, Jia Xu, Honglu Wu, and Jingyue Liu. "Hollow carbon anchored highly dispersed Pd species for selective hydrogenation of 3-nitrostyrene: metal-carbon interaction." Chemical Communications 54, no. 94 (2018): 13248–51. http://dx.doi.org/10.1039/c8cc07430e.

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22

Ren, Yuqi, Caihong Hao, Qing Chang, Ning Li, Jinlong Yang, and Shengliang Hu. "Boosting chemoselective reduction of 4-nitrostyrene via photoinduced energetic electrons from in situ formed Cu nanoparticles on carbon dots." Green Chemistry 23, no. 8 (2021): 2938–43. http://dx.doi.org/10.1039/d1gc00409c.

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A stable nanocatalyst combining carbon dots and Cu nanoparticles shows over 99% selectivity for the formation of 4-aminostyrene at 100% conversion of 4-nitrostyrene in an aqueous solvent under illumination.

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23

Hsieh, Wan-Chi, Kiran B. Manjappa та Ding-Yah Yang. "Structural tuning enables piezochromic and photochemical properties in N-aryl-β-enaminones". RSC Advances 9, № 58 (2019): 34088–94. http://dx.doi.org/10.1039/c9ra07598d.

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N-Aryl-β-enaminones are synthesized via Et<sub>3</sub>N-mediated, one-pot three-component reaction of 4-hydroxycoumarin/dimedone, β-nitrostyrene/2-(2-nitrovinyl)thiophene and arylamine, and their piezochromic behavior and photosensitivity explored.

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24

Mekasuwandumrong, Okorn, Saknarin Chaitaworn, Joongjai Panpranot, and Piyasan Praserthdam. "Photocatalytic Liquid-Phase Selective Hydrogenation of 3-Nitrostyrene to 3-vinylaniline of Various Treated-TiO2 Without Use of Reducing Gas." Catalysts 9, no. 4 (2019): 329. http://dx.doi.org/10.3390/catal9040329.

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In this work, we investigate the effect of TiO2 properties on the photocatalytic selective hydrogenation of 3-nitrostyrene (3-NS) to 3-vinylaniline (3-VA). The P25-TiO2 photocatalysts were calcined at 600–900 °C using different gases (Air, N2, and H2) and characterized by XRD, N2 physisorption, XPS, UV-Vis, and PL spectroscopy. In the photocatalytic hydrogenation of 3-nitrostyrene in isopropanol, the selectivity of 3-vinylaniline of the treated TiO2 was almost 100%. A linear correlation between the 3-NS consumption rate and PL intensity was observed. Among the catalysts studied, P25-700-air, w

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25

Trandafir, M. M., L. Pop, N. D. Hădade, et al. "Correction: An adamantane-based COF: stability, adsorption capability, and behaviour as a catalyst and support for Pd and Au for the hydrogenation of nitrostyrene." Catalysis Science & Technology 6, no. 24 (2016): 8571–73. http://dx.doi.org/10.1039/c6cy90113a.

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Correction for ‘An adamantane-based COF: stability, adsorption capability, and behaviour as a catalyst and support for Pd and Au for the hydrogenation of nitrostyrene’ by M. M. Trandafir et al., Catal. Sci. Technol., 2016, 6, 8344–8354.

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26

Shul’tsev, A. L. "Reduction of 4-nitrostyrene to 4-aminostyrene." Russian Journal of General Chemistry 83, no. 4 (2013): 694–97. http://dx.doi.org/10.1134/s1070363213040142.

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27

Rostami, Hedieh, and Lotfi Shiri. "One-pot Multicomponent Synthesis of pyrrolo[1,2-d][1,4]benzoxazines and pyrrolo[1, 2-a]pyrazines in Water Catalyzed by Fe3O4@SiO2@L-Arginine-SA Magnetic Nanoparticles." Current Organic Synthesis 17, no. 6 (2020): 473–82. http://dx.doi.org/10.2174/1573409916666200128163047.

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Aims: Synthesis of pyrrolo[1,2-d][1,4]benzoxazines and pyrrolo[1,2-a]pyrazines using magnetic nanoparticles. Background: One-pot, three component reaction for the synthesis of pyrrolo[1,2-d][1,4]benzoxazines and pyrrolo[1,2-a]pyrazines is reported. For the synthesis of pyrrolo[1,2-d][1,4]benzoxazines use of 2- aminophenols, dialkylacetylenedicarboxylates and β -nitrostyrene derivatives and Pyrrolo[1,2-a]pyrazines synthesized from reaction of ethylenediamine, dialkylacetylenedicarboxylates and β-nitrostyrene derivatives is discussed. Materials and Methods: 2-aminophenol (0.5 mmol) and dimethyla

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28

Messerschmitt, Patrick J., Ashley N. Rettew, Nicholas O. Schroeder та ін. "Osteosarcoma Phenotype Is Inhibited by 3,4-Methylenedioxy-β-nitrostyrene". Sarcoma 2012 (2012): 1–11. http://dx.doi.org/10.1155/2012/479712.

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β-nitrostyrene compounds, such as 3,4-methylenedioxy-β-nitrostyrene (MNS), inhibit growth and induce apoptosis in tumor cells, but no reports have investigated their role in osteosarcoma. In this study, human osteosarcoma cell families with cell lines of varying tumorigenic and metastatic potential were utilized. Scrape motility assays, colony formation assays, and colony survival assays were performed with osteosarcoma cell lines, both in the presence and absence of MNS. Effects of MNS on human osteoblasts and airway epithelial cells were assessed in monolayer cultures. MNS decreased metastat

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29

Klare, Helge, Jörg M. Neudörfl, and Bernd Goldfuss. "New hydrogen-bonding organocatalysts: Chiral cyclophosphazanes and phosphorus amides as catalysts for asymmetric Michael additions." Beilstein Journal of Organic Chemistry 10 (January 21, 2014): 224–36. http://dx.doi.org/10.3762/bjoc.10.18.

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Ten novel hydrogen-bonding catalysts based on open-chain PV-amides of BINOL and chinchona alkaloids as well as three catalysts based on rigid cis-PV-cyclodiphosphazane amides of N 1,N 1-dimethylcyclohexane-1,2-diamine have been developed. Employed in the asymmetric Michael addition of 2-hydroxynaphthoquinone to β-nitrostyrene, the open-chain 9-epi-aminochinchona-based phosphorus amides show a high catalytic activity with almost quantitative yields of up to 98% and enantiomeric excesses of up to 51%. The cyclodiphosphazane catalysts show the same high activity and give improved enantiomeric exc

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30

Wade, Peter A., Alma Pipic, Matthias Zeller та Panagiota Tsetsakos. "Sequential Diels–Alder/[3,3]-sigmatropic rearrangement reactions of β-nitrostyrene with 3-methyl-1,3-pentadiene". Beilstein Journal of Organic Chemistry 9 (17 жовтня 2013): 2137–46. http://dx.doi.org/10.3762/bjoc.9.251.

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The tin(IV)-catalyzed reaction of β-nitrostyrene with (E)-3-methyl-1,3-pentadiene in toluene afforded two major nitronic ester cycloadducts in 27% and 29% yield that arise from the reaction at the less substituted diene double bond. Also present were four cycloadducts from the reaction at the higher substituted diene double bond, two of which were the formal cycloadducts of (Z)-3-methyl-1,3-pentadiene. A Friedel–Crafts alkylation product from the reaction of the diene, β-nitrostyrene, and toluene was also obtained in 10% yield. The tin(IV)-catalyzed reaction of β-nitrostyrene with (Z)-3-methyl

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31

Dohner, Brent R., та William H. Saunders Jr. "Mechanisms of elimination reactions. 40. Attempted study of stereochemistry of elimination from 2-(p-nitrophenyl)ethyltrimethylammonium ion. Base-promoted cis–trans isomerization of p-nitrostyrene-β-d". Canadian Journal of Chemistry 64, № 6 (1986): 1026–30. http://dx.doi.org/10.1139/v86-172.

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Stereospecifically deuterated ArCHDCHDNMe3+ I − and ArCHDCHDNMe2O have been prepared, where Ar=C6H5 and p-NO2C6H4. When Ar=C6H5, the elimination reaction of the quaternary salt with ethoxide in ethanol goes with >98% anti stereochemistry, and the Cope elimination of the amine oxide with >98% syn stereochemistry. When Ar=p-No2C6H4, however, both reactions lead to apparent 50:50 anti/syn product. Subjection of (E)-p-nitrostyrene-β-d to the conditions of both the ethoxide-promoted and Cope eliminations results in complete cis–trans equilibration. No loss of deuterium from p-nitrosryrene-α-d

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32

Zhang, Zhen Ming, Shu An Li, Run Lai Li, Kai Zhu, and Guang Jie Wang. "Synthesis of O-Nitrophenylacetaldehyde." Advanced Materials Research 554-556 (July 2012): 836–39. http://dx.doi.org/10.4028/www.scientific.net/amr.554-556.836.

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O-nitrotoluene is condensed with N, N-dimethylformamide dimethyl acetals in the presence of piperidine and DMF to yield trans-β-dimethylamino-2-nitrostyrene which undergoes hydrolysis in the 18% HCl aqueous solution to obtain o-nitrophenylacetaldehyde with yield of 83% and purity of 98.1% respectively.

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33

Shubina, Tatyana E., Matthias Freund, Sebastian Schenker, Timothy Clark, and Svetlana B. Tsogoeva. "Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: Theoretical studies on mechanism and enantioselectivity." Beilstein Journal of Organic Chemistry 8 (September 7, 2012): 1485–98. http://dx.doi.org/10.3762/bjoc.8.168.

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A new guanidine-thiourea organocatalyst has been developed and applied as bifunctional organocatalyst in the Michael addition reaction of diethyl malonate to trans-β-nitrostyrene. Extensive DFT calculations, including solvent effects and dispersion corrections, as well as ab initio calculations provide a plausible description of the reaction mechanism.

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34

Tamura, Masazumi, Naoto Yuasa, Yoshinao Nakagawa, and Keiichi Tomishige. "Selective hydrogenation of nitroarenes to aminoarenes using a MoOx-modified Ru/SiO2 catalyst under mild conditions." Chemical Communications 53, no. 23 (2017): 3377–80. http://dx.doi.org/10.1039/c7cc00653e.

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Modification of Ru/SiO<sub>2</sub> with metal oxides (MoO<sub>x</sub>, WO<sub>x</sub>, and ReO<sub>x</sub>) improved the activity and selectivity in the hydrogenation of 3-nitrostyrene to 3-aminostyrene under mild conditions such as 0.3 MPa H<sub>2</sub>, 303 K, and no solvent.

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35

Kim, Joo Hee, Jun Hyun Kim, Gun Eui Lee, Jong Eun Lee, and In Kwon Chung. "Potent Inhibition of Human Telomerase by Nitrostyrene Derivatives." Molecular Pharmacology 63, no. 5 (2003): 1117–24. http://dx.doi.org/10.1124/mol.63.5.1117.

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36

Janowski, WK, and RH Prager. "Potential GABAB Receptor Antagonists. IV. Synthesis of 1-[2-Amino-1-(4-chlorophenyl)ethyl]-3-oxo-1,3-dihydro-isobenzofuran-1-yl phosphonic Acid." Australian Journal of Chemistry 44, no. 3 (1991): 477. http://dx.doi.org/10.1071/ch9910477.

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The diastereoselective addition of dimethyl 3-oxo-1,3-hydroisobenzofuran-1-ylphosphonate to nitrostyrene and p- chloronitrostyrene is reported, as is the subsequent conversion of the Michael adducts into 1-[2-amino-1-phenylethyl]-3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid, and 1-[2-amino-1-(4-chlorophenyl)ethyl]-3-oxo-1,3 dihydroisobenzofuran-1-ylphosphonic acid respectively.

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37

Bhat, Imtiyaz Ahmad, Anthonisamy Devaraj, Prodip Howlader, Ki-Whan Chi, and Partha Sarathi Mukherjee. "Preparation of a chiral Pt12 tetrahedral cage and its use in catalytic Michael addition reaction." Chemical Communications 54, no. 38 (2018): 4814–17. http://dx.doi.org/10.1039/c8cc01487f.

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A chiral M<sub>12</sub>L<sub>4</sub> molecular tetrahedron (T) was synthesized by self-assembly of chiral cis-[(1S,2S)-dch]Pt(NO<sub>3</sub>)<sub>2</sub> (M) with a hexadentate ligand (L) in 3 : 1 stoichiometric ratio. The cage T was found to catalyze the Michael addition reactions of series of nitrostyrene derivatives with indole in (9 : 1) water–methanol mixture.

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38

Donadío, Lucía Gandolfi, Mariana A. Galetti, Gianluca Giorgi, Marcello Rasparini, and Maria J. Comin. "Anti-Selective Organocatalytic Michael Addition between Phenylacetaldehyde and Nitrostyrene." Journal of Organic Chemistry 81, no. 17 (2016): 7952–57. http://dx.doi.org/10.1021/acs.joc.6b01061.

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39

Yanagawa, T., та H. Kanbara. "Photodarkening in 4-(N,N-diethylamino)-β-nitrostyrene solutions". Applied Physics Letters 71, № 2 (1997): 187–89. http://dx.doi.org/10.1063/1.119496.

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40

Fernández, M. Jesús, and M. Dolores Fernández. "Thermal degradation of copolymers of styrene and 4-nitrostyrene." Polymer Degradation and Stability 60, no. 2-3 (1998): 257–63. http://dx.doi.org/10.1016/s0141-3910(97)00075-x.

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41

MAKARENKO, S. V., E. V. TRUKHIN та V. M. BERESTOVITSKAYA. "ChemInform Abstract: Synthesis of α,β-Dibromo-β-nitrostyrene." ChemInform 29, № 51 (2010): no. http://dx.doi.org/10.1002/chin.199851103.

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42

Enders, Dieter, and Atsushi Seki. "Proline-Catalyzed Enantioselective Michael Additions of Ketones to Nitrostyrene." Synlett 2002, no. 01 (2002): 0026–28. http://dx.doi.org/10.1055/s-2002-19336.

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43

Negishi, Takashi, Masuo Nakano, Kazumitsu Yanai, Chun Ho Kim та Michihiro Fukushima. "Isolation and identification of β-nitrostyrene from smoked chicken". Environmental Pollution 50, № 4 (1988): 279–83. http://dx.doi.org/10.1016/0269-7491(88)90192-3.

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44

Buchcic, Aleksandra, Anna Zawisza, Stanisław Leśniak, and Michał Rachwalski. "Asymmetric Friedel–Crafts Alkylation of Indoles Catalyzed by Chiral Aziridine-Phosphines." Catalysts 10, no. 9 (2020): 971. http://dx.doi.org/10.3390/catal10090971.

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Over the course of the present studies, a series of optically pure phosphines functionalized by chiral aziridines was synthesized in reasonable/good chemical yields. Their catalytic activity was checked in the enantioselective Friedel–Crafts alkylation of indoles by β-nitrostyrene in the presence of a copper(I) trifluoromethanesulfonate benzene complex. The corresponding Friedel–Crafts products were achieved efficiently in terms of chemical yield and enantioselectivity (up to 85% in some cases).

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45

Al-Etaibi, Alya, Nouria Al-Awadi, Fatima Al-Omran, Mervat Mohammed Abdel-Khalik та Mohamed Hilmy Elnagdi. "Novel C-alkylation Reaction of Condensed Thiophenes with Enaminones, Enaminonitriles, Ethoxymethylene Malononitrile, Aryl Vinyl Ketones and ω-Nitrostyrenes". Journal of Chemical Research 23, № 1 (1999): 4–5. http://dx.doi.org/10.1177/174751989902300108.

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While the thienocoumarin 1 reacts with aryl vinyl ketones, ω-nitrostyrene and ethoxymethylene malononitrile to yield only C-1 alkylation products, it reacts with enaminones (3a–c) to yield either N-alkylated derivatives (4a–c) or a mixture of 4a–c and α,β-unsaturated ketones (9a–c), the former rearranged into the latter on prolonged boiling under reflux in 1,4-dioxane solution in the presence of diethylamine.

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46

Rizzacasa, MA, MV Sargent, BW Skelton, and AH White. "The Stereoisomers of 5-Bromo-6,8-dimethoxy-1,2,3-trimethyl-1,2,3,4-tetrahydroisoquinoline. X-Ray Crystal-Structure of the trans Isomer." Australian Journal of Chemistry 43, no. 1 (1990): 79. http://dx.doi.org/10.1071/ch9900079.

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Henry reaction between 3,5-dimethoxybenzaldehyde (2) and nitroethane gave (E)-2-(3,5-dimethoxyphenyl)-1-methyl-1-nitroethene (3). Under mild conditions the erythro and threo nitro aldols intermediate in this reaction could be isolated as their acetates. The threo isomer was obtained in diastereoisomeric excess. The nitrostyrene (3) was converted in several steps into cis-(20) and trans-5-bromo-6,8-dimethoxy-1,2,3-trimethyl-1,2,3,4-tetrahydroisoquinoline (18). The single-crystal X-ray structure of compound (18) is reported.

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47

Figueroa Guíñez, Roberto, José G. Santos, Ricardo A. Tapia, Jackson J. Alcazar, Margarita E. Aliaga, and Paulina Pavez. "An efficient and eco-friendly method for the thiol-Michael addition in aqueous solutions using amino acid ionic liquids (AAILs) as organocatalysts." Pure and Applied Chemistry 92, no. 1 (2020): 97–106. http://dx.doi.org/10.1515/pac-2019-0212.

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AbstractA series of amino-acid based ionic liquids (Bmim[AA]s) have been synthesized and evaluated as catalysts, in aqueous solution. The results of a kinetic study of the thiol-Michael reaction of L-Cysteine with trans-β-nitrostyrene demonstrated the advantages of using (Bmim[AA]s) as organocatalysts. The benefits include high rate constants; mild reaction conditions; and, a reusable catalyst, which leads to a simple and efficient method for these important kinds of reactions.

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48

Choi, Hyung Soo, and Robert L. Kuczkowski. "Ozonolysis of styrene and p-nitrostyrene. Secondary deuterium isotope effects." Journal of Organic Chemistry 50, no. 6 (1985): 901–2. http://dx.doi.org/10.1021/jo00206a042.

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49

Encinas, M. Victoria, Eduardo A. Lissi, Sergio Jimenez та Ester Norambuena. "β-Nitrostyrene Derivatives as Inhibitors of the Free Radical Polymerization". Macromolecular Chemistry and Physics 202, № 5 (2001): 689–93. http://dx.doi.org/10.1002/1521-3935(20010301)202:5<689::aid-macp689>3.0.co;2-1.

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50

Deutsch, J., H. J. Niclas, and M. Ramm. "Studies on diastereoselective additions of 2-substituted cyclopentanones to ?-nitrostyrene." Journal f�r Praktische Chemie/Chemiker-Zeitung 337, no. 1 (1995): 23–28. http://dx.doi.org/10.1002/prac.19953370105.

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