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Journal articles on the topic 'Nitro compounds. Diels-Alder reaction'

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Published: 4 June 2021

Last updated: 9 February 2022

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1

Wu, Qiong, Qinnan Hu, Mingquan Li, Zewu Zhang, and Weihua Zhu. "Effectively improving the energy of monocyclic imidazoles to a high level by the introduction of bridge-rings and nitro groups through different kinds of Diels–Alder reactions: a DFT study." Molecular Systems Design & Engineering 5, no. 10 (2020): 1679–90. http://dx.doi.org/10.1039/d0me00075b.

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2

Jasiński, Radomir, Oskar Koifman, and Andrzej Barański. "A B3LYP/6-31G(d) study of Diels-Alder reactions between cyclopentadiene and (E)-2-arylnitroethenes." Open Chemistry 9, no. 6 (2011): 1008–18. http://dx.doi.org/10.2478/s11532-011-0088-5.

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AbstractThe B3LYP/6-31G(d) simulations of competing CDA and HDA reactions between cyclopentadiene and (E)-2-arylnitroethenes prove that regardless of the medium polarity, the processes leading to respective 5-nitro-6-aryl-bicyclo-[2,2,0]-hept-2-enes 3,4 (paths A and B) should be most favoured, and the more electrophilic (E)-2-(p-nitrophenyl)-nitroethene should be more reactive than the less electrophilic (E)-2-(p-methoxyphenyl)-nitroethene. Asymmetry of the transition complexes on the favoured pathways increases with increase of medium polarity, but not sufficiently to enforce the zwitterionic

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3

Macías, M. A., J. A. Henao, Arnold R. Romero Bohórquez, and Vladimir V. Kouznetsov. "Synthesis and X-ray powder diffraction data of cis-4-(4-methoxyphenyl)-3-methyl-6-nitro-2-phenyl-1,2,3,4-tetrahydroquinoline." Powder Diffraction 28, no. 4 (2013): 307–11. http://dx.doi.org/10.1017/s0885715613000651.

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The 2,4-diaryl 1,2,3,4-tetrahydroquinoline derivative (1), described in the title (Chemical formula: C23H22N2O3), was synthesized via the “one-pot” three-component imino Diels–Alder reaction catalyzed by Cu(OTf)2. Molecular characterization was performed by 1H and 13C NMR, Fourier transform-infrared, and gas chromatography-mass spectrometry. The X-ray powder diffraction pattern for the title compound was analyzed and found to be crystallized in an orthorhombic system with space group P212121 (No. 19) and refined unit-cell parameters a = 8.6415(8) Å, b = 12.679(2) Å, c = 17.601(2) Å, and V = 19

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4

Ono, Noboru, Akio Kamimura, and Aritsune Kaji. "Regioselective preparation of cyclohexadienes or aromatic nitro compounds by Diels-Alder reactions of .beta.-sulfonylnitroolefins or .beta.-sulfinylnitroethylene." Journal of Organic Chemistry 53, no. 2 (1988): 251–58. http://dx.doi.org/10.1021/jo00237a005.

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5

Arlegui, Aitor, Zoubir El-Hachemi, Joaquim Crusats, and Albert Moyano. "5-Phenyl-10,15,20-Tris(4-sulfonatophenyl)porphyrin: Synthesis, Catalysis, and Structural Studies." Molecules 23, no. 12 (2018): 3363. http://dx.doi.org/10.3390/molecules23123363.

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A convenient protocol for the preparation of 5-phenyl-10,15,20-tris(4-sulfonatophenyl)porphyrin, a water-soluble porphyrin with unique aggregation properties, is described. The procedure relies on the one-pot reductive deamination of 5-(4-aminophenyl)-10,15,20-tris(4-sulfonatophenyl)porphyrin, that can be in turn easily obtained from 5,10,15,20-tetraphenylporphyrin by a known three-step sequence involving mononitration, nitro to amine reduction and sulfonation of the phenyl groups. This method provides the title porphyrin in gram scale, and compares very favorably with the up to now only descr

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6

Fujita, Reiko, Sota Wakayanagi, Hideaki Wakamatsu, and Hisao Matsuzaki. "Novel Diels–Alder Reaction of 4-Nitro-1(2H)-isoquinolones." CHEMICAL & PHARMACEUTICAL BULLETIN 54, no. 2 (2006): 209–12. http://dx.doi.org/10.1248/cpb.54.209.

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7

Brummond, Kay M., and Lingfeng You. "Consecutive Rh(I)-catalyzed Alder-ene/Diels–Alder/Diels–Alder reaction sequence affording rapid entry to polycyclic compounds." Tetrahedron 61, no. 26 (2005): 6180–85. http://dx.doi.org/10.1016/j.tet.2005.03.141.

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8

Sogani, Nidhi, and R. Bansal. "Catalytic Hetero-Diels-Alder Reaction of the Carbonyl Compounds." Current Catalysis 6, no. 1 (2017): 3–24. http://dx.doi.org/10.2174/2211544705666161013121637.

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9

Zukerman-Schpector, J., I. Caracelli, Mauricio Vega, Mauricio Gomes Constantino, Adilson Beatriz, and Gil Valdo da Silva. "Two polycyclic compounds derived from a Diels–Alder reaction." Acta Crystallographica Section C Crystal Structure Communications 57, no. 5 (2001): 646–48. http://dx.doi.org/10.1107/s0108270101003365.

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10

Hao, Feiyue, and Nagatoshi Nishiwaki. "Recent Progress in Nitro-Promoted Direct Functionalization of Pyridones and Quinolones." Molecules 25, no. 3 (2020): 673. http://dx.doi.org/10.3390/molecules25030673.

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Nitro group is one of the most important functional groups in organic syntheses because its strongly electron-withdrawing ability activates the scaffold, facilitating the reaction with nucleophilic reagents or the Diels–Alder reaction. In this review, recent progress in the nitro-promoted direct functionalization of pyridones and quinolones is highlighted to complement previous reviews.

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11

Park, Jun Seong, Hyun Chul Oh, Yong Sung Park, and Je Wan Woo. "Synthesis of Norbornene Derivative Using Diels-Alder Reaction." Advanced Materials Research 421 (December 2011): 136–39. http://dx.doi.org/10.4028/www.scientific.net/amr.421.136.

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Cyclopentadiene is an important material for making norbornene, and can synthesize norbornene dicarboxylic ester through the maleate and Diels-Alder reaction. Also, a structure similar to that of the representative PVC plasticizer dioctyl phthalate(DOP) was synthesized, so as to confirm the structure of compounds through 1H-NMR, FT-IR, Mass, and HPLC, and to compare the basic properties with those of DOP.

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12

Sakurai, Masayoshi, Nobuhiro Kihara, Nobuhiro Watanabe, Yoshihiro Ikari та Toshikazu Takata. "Synthesis of α-Aminocarbonyl Compounds via Hetero Diels–Alder Reaction". Chemistry Letters 47, № 2 (2018): 144–47. http://dx.doi.org/10.1246/cl.170970.

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13

Adachi, Yusuke, Hidehiko Nakagawa, Kazuya Matsuo, Takayoshi Suzuki, and Naoki Miyata. "Photoactivatable HNO-releasing compounds using the retro-Diels–Alder reaction." Chemical Communications, no. 41 (2008): 5149. http://dx.doi.org/10.1039/b811985f.

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14

Zakharova, Daria V., Zalina A. Lok’yaeva, Alexander A. Pavlov, and Alexander V. Polezhaev. "New Chain Extenders for Self-Healing Polymers." Key Engineering Materials 899 (September 8, 2021): 628–37. http://dx.doi.org/10.4028/www.scientific.net/kem.899.628.

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We present here a small series of compounds designed to modify the polymer chain of various polyurethanes in order to introduce a structural fragment with the ability of thermally-triggered reversible covalent interactions. Bismaleimides (2a-2e) were synthesized from commercially available aromatic and aliphatic symmetric diamines (1a-1e) and were further introduced into the Diels-Alder reaction with furfuryl alcohol as dienophiles. The Diels-Alder adducts (3a-3e) were obtained as a mixture of endo- and exo-isomer. The presence of symmetrical hydroxyl groups in the structure of the obtained co

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15

Richter, Friedrich, and Hans-Hartwig Otto. "Synthesis of nitro-substituted decalones by double Michael reaction, sequential Michael reaction, and by Diels-Alder reaction." Tetrahedron Letters 28, no. 26 (1987): 2945–46. http://dx.doi.org/10.1016/s0040-4039(00)96250-6.

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16

Tietze, Lutz F., Thomas Brumby, and Martina Pretor. "Intramolecular Hetero-Diels-Alder Reaction of 3-Benzylidene-1,2-dicarbonyl Compounds." Synthesis 1987, no. 08 (1987): 700–703. http://dx.doi.org/10.1055/s-1987-28049.

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17

Nelsen, Stephen F., Silas C. Blackstock, and Timothy B. Frigo. "Proton-driven diels-alder reaction of azo compounds with cyclic dienes." Tetrahedron 42, no. 6 (1986): 1769–77. http://dx.doi.org/10.1016/s0040-4020(01)87595-5.

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18

Barluenga, José, Jonás Calleja, Abraham Mendoza, Félix Rodríguez, and Francisco J Fañanás. "Synthesis of Polycyclic Compounds by a Cascade Cycloisomerisation/Diels-Alder Reaction." Chemistry - A European Journal 16, no. 24 (2010): 7110–12. http://dx.doi.org/10.1002/chem.201000515.

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19

Dyan, Ok Ton, Gennady I. Borodkin, and Pavel A. Zaikin. "The Diels-Alder Reaction for the Synthesis of Polycyclic Aromatic Compounds." European Journal of Organic Chemistry 2019, no. 44 (2019): 7271–306. http://dx.doi.org/10.1002/ejoc.201901254.

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20

Kondratov, Ivan S., Nataliya A. Tolmachova, and Günter Haufe. "Diels-Alder Reaction in the Synthesis of Fluorinated (Hetero)Aromatic Compounds." European Journal of Organic Chemistry 2018, no. 27-28 (2018): 3618–47. http://dx.doi.org/10.1002/ejoc.201800327.

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21

Jiménez-Estrada, M., R. Reyes-Chilpa, S. Hernández-Ortega, et al. "Two novel Diels-Alder adducts from Hippocratea celastroides roots and their insecticidal activity." Canadian Journal of Chemistry 78, no. 2 (2000): 248–54. http://dx.doi.org/10.1139/v99-239.

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Two novel compounds, celastroidine A (1) and B (2), were isolated from the roots of Hippocratea celastroides K. Their structures were elucidated by spectroscopical and X-ray diffraction studies. Celastroidine A (1) (C50H74O5) was identified as a Diels-Alder adduct of a triterpene plus a diterpene and celastroidine B (2) as a beyerane, a type of dimer of two diterpene (C40H60O4). Both compounds could be formed in vivo by a Diels-Alder reaction. Celastroidine A showed some antifeeding activity against the stored grain insect Sitophyllus zeamays.Key words: Hippocratea celastroides, Hippocrataceae

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22

Patel, H. S., and V. C. Patel. "Cross-Linked Polyamides." Polymers and Polymer Composites 10, no. 4 (2002): 315–24. http://dx.doi.org/10.1177/096739110201000407.

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Cross linked polyimides containing a s-triazine ring have been synthesized via the Diels-Alder intermolecular polymerization of 2,4,6-tris(2-furanyl methyl imino)-1,3,5-triazine with various bis(maleimide) compounds, followed by the aromatization of the corresponding Diels-Alder products. All the poly(imino- s-triazine imide)s were characterized by elemental analysis, FT-IR spectral studies and thermogravimetry. Glass fibre reinforced composites were prepared via an in-situ Diels-Alder intermolecular reaction between 2,4,6-tris(2-furanyl methyl imino)-1,3,5-triazine and various bis(maleimide)

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23

Bérubé, Gervais, and Pierre Deslongchamps. "Synthesis and transannular Diels–Alder reaction of a 13-membered macrocyclic triene having a tetrasubstituted enol ether as dienophile." Canadian Journal of Chemistry 68, no. 3 (1990): 404–11. http://dx.doi.org/10.1139/v90-062.

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The syntheses of the acyclic triene trans–trans–cis27 and trans–trans–trans31 are described. Macrocyclization and concomitant transannular Diels–Alder reaction were performed with the chloride derivative obtained from the trans–trans–cis triene alcohol 27 yielding a mixture of the tricyclic compounds trans–syn–trans33 and cis–syn–cis34. On the other hand, macrocyclization of the chloride derived from trans–trans–trans triene 31 was not successful. Keywords: transannular process, Diels–Alder reaction, macrocyclic triene, macrocyclization, tricyclic compounds, organic synthesis.

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24

Van Craen, David, Jenny Begall, Johannes Großkurth, et al. "Hierarchically assembled helicates as reaction platform – from stoichiometric Diels–Alder reactions to enamine catalysis." Beilstein Journal of Organic Chemistry 16 (September 24, 2020): 2338–45. http://dx.doi.org/10.3762/bjoc.16.195.

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The stereoselectivity of a Diels–Alder reaction within the periphery of hierarchically assembled titanium(IV) helicates formed from mixtures of achiral, reactive and chiral, unreactive ligands was investigated in detail. Following the pathway of the chiral induction, the chiral ligands, solvents as well as substituents at the dienophile were carefully varied. Based on the results of the stoichiometric reaction, a secondary amine-catalyzed nitro-Michael reaction is performed as well which afforded reasonable diastereoselectivities.

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25

Tietze, Lutz F., Christian Ott, and Frank Haunert. "Efficient and regioselective synthesis of bridged ring systems by domino Knoevenagel hetero-DielsAlder reaction." Canadian Journal of Chemistry 79, no. 11 (2001): 1511–14. http://dx.doi.org/10.1139/v00-204.

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The bridged heterocycles 1012 were efficiently prepared by a domino Knoevenagel hetero-DielsAlder reaction of N,N'-dimethylbarbituric acid 2 and the aldehydes 68 which contain an allyl moiety as dienophile. In contrast, reaction of 2 and aldehyde 5 with a dimethylallyl moiety leads to the annulated product 9. For the formation of 1012, an exo-Z-syn and for that of 9 an endo-E-syn transition structure is proposed.Key words: bridged compounds, domino reaction, DielsAlder reaction, heterocycles, Knoevenagel reaction.

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26

Liang, Yan, Lingxia Xu, Fusheng Qu, Ke Tang, Hua Wang, and William W. Yu. "A silicone polymer modified by fluoranthene groups as a new approach for detecting nitroaromatic compounds." Polymer Chemistry 10, no. 35 (2019): 4818–24. http://dx.doi.org/10.1039/c9py00787c.

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27

Sultan, Mujeeb A., and Usama Karama. "Substituent Effects on Regioselectivity of the Diels-Alder Reactions: Reactions of 10-Allyl-1,8-dichloroanthracene with 2-Chloroacrylonitrile, 1-Cyanovinyl Acetate and Phenyl Vinyl Sulfone." Journal of Chemistry 2016 (2016): 1–5. http://dx.doi.org/10.1155/2016/3943060.

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Diels-Alder reaction of 10-allyl-1,8-dichloroanthracene (3) with 2-chloroacrylonitrile (4) and 1-cyanovinyl acetate (5) gives exclusively theorthoisomer while its reaction with phenyl vinyl sulfone (10) yields a mixture of two isomeric adducts with priority toorthoisomer. The reactions proceeded under microwave condition in xylene. Configurations of these isomers have been assigned with the help of NMR spectra. The results indicated that the steric effect is dominating toward the isomer regioselectivity in the Diels-Alder reaction of the present compounds.

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28

Liu, Wenxiang, Yuqiang Wu, Lingzhi Li та Xia Li. "Progress on the Asymmetric Diels-Alder Reaction ofα,β-Unsaturated Carbonyl Compounds". Chinese Journal of Organic Chemistry 36, № 7 (2016): 1501. http://dx.doi.org/10.6023/cjoc201601027.

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29

Shimoji, Yasuo, Toshihiko Hashimoto, Yoji Furukawa, and Hiroaki Yanagisawa. "Intramolecular Diels-Alder Reaction of 3-Formimidoylindoles: Synthesis of Fused Pyridoindole Compounds." HETEROCYCLES 36, no. 1 (1993): 123. http://dx.doi.org/10.3987/com-92-6191.

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30

Yamauchi, Masashige, Takashi Aoki, Ming-Zhu Li, and Yuko Honda. "Reactivity of 2-methylene-1,3-dicarbonyl compounds: catalytic enantioselective Diels–Alder reaction." Tetrahedron: Asymmetry 12, no. 22 (2001): 3113–18. http://dx.doi.org/10.1016/s0957-4166(01)00559-6.

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31

Iqbal, Muhammad, Remco Knigge, Hero Heeres, Antonius Broekhuis, and Francesco Picchioni. "Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil." Polymers 10, no. 10 (2018): 1177. http://dx.doi.org/10.3390/polym10101177.

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Methyl oleate, methyl linoleate, and jatropha oil were fully epoxidized using in situ-generated performic acid. The epoxidized compounds were further reacted with furfurylamine in a solvent-free reaction to obtain furan-functionalized fatty esters which, then, functioned as oligomers for a network preparation. Thermoreversible crosslinking was obtained through a (retro) Diels–Alder reaction with bismaleimide, resulting in the formation of a brittle network for furan-functionalized methyl linoleate and jatropha oil. The furan-functionalized fatty esters were mixed with alternating (1,4)-polyket

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32

Brossard, Dominique, Pascal Retailleau, Vincent Dumontet, Philippe Breton, Sandy Desrat, and Fanny Roussi. "Fast & easy preparation of 3D scaffolds from methyl benzoate by a diversity oriented synthesis strategy based on Diels–Alder and ene-reactions." Organic & Biomolecular Chemistry 15, no. 26 (2017): 5585–92. http://dx.doi.org/10.1039/c7ob01236e.

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33

Mancini, Pedro M. E., Carla M. Ormachea, and María N. Kneeteman. "Polar Diels-Alder Reactions Under Microwave Irradiation Employing Different Heterocyclic Compounds as Electrophiles." Mini-Reviews in Organic Chemistry 16, no. 6 (2019): 527–43. http://dx.doi.org/10.2174/1570193x15666180608083925.

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During the last twenty years, our research group has been working with aromatic nitrosubstituted compounds acting as electrophiles in Polar Diels-Alder (P-DA) reactions with different dienes of diverse nucleophilicity. In this type of reaction, after the cycloaddition reaction, the nitrated compounds obtained as the [4+2] cycloadducts suffer cis-extrusion with the loss of nitrous acid and a subsequent aromatization. In this form, the reaction results are irreversible. On the other hand, the microwave-assisted controlled heating become a powerful tool in organic synthesis as it makes the reacti

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34

Zhang, Ao, Ying Kan, and Biao Jiang. "Asymmetric hetero-Diels–Alder reaction of chiral pinanediol 1,3-dienylboronates with azo-compounds." Tetrahedron 57, no. 12 (2001): 2305–9. http://dx.doi.org/10.1016/s0040-4020(01)00110-7.

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35

Barluenga, Jose, Jonas Calleja, Abraham Mendoza, Felix Rodriguez, and Francisco J. Fananas. "ChemInform Abstract: Synthesis of Polycyclic Compounds by a Cascade Cycloisomerization/Diels-Alder Reaction." ChemInform 41, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.201046095.

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36

Eschenbrenner-Lux, Vincent, Kamal Kumar, and Herbert Waldmann. "The Asymmetric Hetero-Diels-Alder Reaction in the Syntheses of Biologically Relevant Compounds." Angewandte Chemie International Edition 53, no. 42 (2014): 11146–57. http://dx.doi.org/10.1002/anie.201404094.

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37

Barone, Vincenzo, Roger Arnaud, Pierre Yves Chavant, and Yannick Vallée. "Substituent Effects in the Hetero-Diels−Alder Reaction of Thiocarbonyl Compounds with Butadiene." Journal of Organic Chemistry 61, no. 15 (1996): 5121–29. http://dx.doi.org/10.1021/jo952072s.

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38

Li, Le, Guangbin Zhang, Benhua Huang, et al. "Silica-based helical rod supporting guanosine compounds catalyzed asymmetric hetero-Diels–Alder reaction." Catalysis Communications 64 (April 2015): 6–11. http://dx.doi.org/10.1016/j.catcom.2015.01.016.

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39

Carosso, Serena, and Marvin J. Miller. "Nitroso Diels–Alder (NDA) reaction as an efficient tool for the functionalization of diene-containing natural products." Org. Biomol. Chem. 12, no. 38 (2014): 7445–68. http://dx.doi.org/10.1039/c4ob01033g.

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This review describes the use of nitroso Diels–Alder reactions for the functionalization of complex diene-containing natural products in order to generate libraries of compounds with potential biological activity.

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40

Heller, Douglas P., Daniel R. Goldberg, Hongqiao Wu, and William D. Wulff. "An examination of VANOL, VAPOL, and VAPOL derivatives as ligands for asymmetric catalytic Diels–Alder reactions." Canadian Journal of Chemistry 84, no. 10 (2006): 1487–503. http://dx.doi.org/10.1139/v06-124.

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Several derivatives of the vaulted biaryl ligand VAPOL were prepared and evaluated as chiral ligands for aluminum Lewis acids in the catalytic asymmetric Diels–Alder reactions of methyl acrylate and methacrolein with cyclopentadiene. The substituents on VAPOL were introduced into the 6- and 6′-positions in an effort to further extend the chiral pocket of the major groove, which contains the phenol functions at the 4- and 4′-positions. The set of four new ligands that have been prepared have the following groups introduced into the 6- and 6′-positions of VAPOL: bromide, methyl, phenyl and 3,5-d

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41

Patel, H. S., and V. C. Patel. "Polyimides Containing an s-Triazine Ring." High Performance Polymers 12, no. 1 (2000): 225–35. http://dx.doi.org/10.1088/0954-0083/12/1/319.

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A series of new polyimides containing an s-triazine nucleus were prepared via Diels–Alder (DA) intermolecular polymerization of 2,6-bis(2-furanyl methyl imino)-4-ethoxy-1,3,5-triazine with different bis(maleimide) compounds. The DA reaction was carried out in tetrahydrofuran as solvent, as well as in bulk followed by aromatization of poly(tetrahydrophthalimido)-intermediates in the presence of acetic anhydride. All the poly(imino- s-triazine imide)s were characterized by elemental analysis, IR spectral studies and thermogravimetry. Glass fibre reinforced composites were prepared via in situ Di

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42

Bourguignon, Jean, Gilles Le Nard, and Guy Queguiner. "Synthèse d'aryl nitronorbornènes par cycloaddition de Diels–Alder entre les aryl-nitroéthylènes et le cyclopentadiène. Justification de la stéréochimie et de la réactivité relative observées par la méthode CNDO/II. Obtention d'aryl aminonorbornènes." Canadian Journal of Chemistry 63, no. 9 (1985): 2354–61. http://dx.doi.org/10.1139/v85-390.

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Syntheses of numerous 2-aryl nitroethylenes (nitrostyrenes) have been optimized. The nitrostyrenes have been reacted with cyclopentadiene in Diels–Alder cycloadditions and the 3-aryl 2-nitronorbornenes obtained have been reduced into 3-aryl 2-aminonorbornenes. These compounds are potentially dopaminergic molecules. The stereochemistry of the adducts obtained in the Diels–Alder reaction has been determined by 1H nmr. The stereochemistry and the relative reactivity of the nitrostyrenes versus cyclopentadiene have been confirmed by theoretical calculations based on the CNDO/II method.

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43

Xu, Yao-Chang, Andrew L. Roughton, Raymond Plante, Solo Goldstein, and Pierre Deslongchamps. "Stereocontrolled construction of 1,7-dimethyl A.B.C.[6.6.6] tricycles. Part I. Transannular Diels–Alder reactions of 14-membered macrocycles containing trans-dienophiles." Canadian Journal of Chemistry 71, no. 8 (1993): 1152–68. http://dx.doi.org/10.1139/v93-152.

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Transannular Diels–Alder reactions of 14-membered macrocyclic trienes possessing a methyl substituent on both the diene and dienophile moiety have been investigated. Macrocyclic structures 1a, 1b, and 1c having cis-trans-trans (CTT), trans-cis-trans (TCT), and trans-trans-trans (TTT) geometries could be stereoselectively constructed by coupling appropriately functionalized dienes 5 and dienophile 4 following an intramolecular displacement of an allylic halide by the anion of an appropriately located dimethyl malonate unit. The transannular Diels–Alder reaction performed on 1a led to a mixture

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44

Constantino, Andre F., Carla S. Francisco, Diana C. Cubides-Roman, and Valdemar Lacerda. "Hetero-Diels-Alder Reactions in the Synthesis of Biologically Active Nitrogen Compounds: A Review." Current Organic Synthesis 15, no. 1 (2018): 84–104. http://dx.doi.org/10.2174/1570179414666170517170230.

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Background: The Hetero-Diels-Alder reaction (HDAR) is a method extensively used in organic chemistry as a tool in the synthesis of innumerous polycyclic compounds in particular nitrogen compounds, presents in many natural products, medicinally relevant substances and organic materials. The literature describes innumerable studies of HDAR using classic methods and modern developments such as reactions on the solid phase, the use of catalysts, transformations in aqueous solution and under microwaves. Objective: This review describes a variety of HDAR focused on obtaining nitrogen-containing comp

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45

Zhang, Yanshun, Yin Wei, and Min Shi. "A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan." Chemical Communications 57, no. 29 (2021): 3599–602. http://dx.doi.org/10.1039/d1cc00707f.

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A silver-catalyzed diastereoselective domino cyclization-migration/inverse electron-demand oxo-Diels–Alder reaction of the in situ generated cyclobutane-fused furan intermediate with oxo-IED-diene for constructing complicated tricyclic compounds.

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46

Tietze, Lutz F., Thomas Brumby, Siegbert Brand, and Matthias Bratz. "Inter- and intramolecularhetero diels-alder reactions, XXI. Intramolecularhetero diels-alder reaction of alkylidene-1,3-dicarbonyl compounds. Experimental evidence for an asymmetric transition state." Chemische Berichte 121, no. 3 (1988): 499–506. http://dx.doi.org/10.1002/cber.19881210318.

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47

Štetinová, Jarmila, Ján Leško, Miloslava Dandárová, Rudolf Kada, and Roman Koreň. "4-Aryl-3-substituted Furans." Collection of Czechoslovak Chemical Communications 59, no. 12 (1994): 2721–26. http://dx.doi.org/10.1135/cccc19942721.

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4-Aryl-3-substituted furans IIIa - IIId were prepared by Diels Alder reaction of 4-phenyloxazole (I) with compounds IIa - IId, containing an activated triple bond, and subsequent thermal decomposition of the cycloadduct.

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48

Ward, Dale E., Thomas E. Nixey, Yuanzhu Gai, Matthew J. Hrapchak, and M. Saeed Abaee. "Intramolecular Diels–Alder reactions of 2H-thiopyran dienes." Canadian Journal of Chemistry 74, no. 7 (1996): 1418–36. http://dx.doi.org/10.1139/v96-160.

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A systematic survey of IMDA reactions of 4-[tris(2-methylethyl)silyl]oxy-2H-thiopyran derivatives with potential dienophiles tethered at the C-2, C-3, C-5, and C-6 positions is presented. Cycloaddition was not observed with a C3 or C4 tether and an unactivated terminal olefin as dienophile. IMDA adducts could be obtained when dienophiles activated by a carbomethoxy group were employed. Compounds having the activated dienophile attached via a C3 tether to C-2 of the 2H-thiopyran gave adducts with high stereoselectivity. Substrates having the dienophile attached to C-3 with a C3 or C4 tether cyc

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49

Faizullina, Liliya Kh, Yulia S. Galimova, Yulia A. Khalilova, and Farid A. Valeev. "Diels-Alder adduct of levoglucosenone with diene Dane approaches to estrogens." Butlerov Communications 62, no. 6 (2020): 20–25. http://dx.doi.org/10.37952/roi-jbc-01/20-62-6-20.

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Levoglucosenone has established itself as a good Michael acceptor and a powerful dienophile in Diels-Alder reactions, dipolar cycloaddition and in a number of other transformations. In the Diels-Alder reactions of levoglucosenone with 1,3-dienes, chiral derivatives of cyclohexene are obtained, which are valuable products for the synthesis of natural compounds. We previously studied the reaction of the interaction of levoglucosenone with Dane diene under catalytic, thermal conditions, at ultrahigh pressures and microwave irradiation. It was found that as a result of the reaction, 2 adducts are

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50

Gras, Jean-Louis, та Anne Guerin. "The diels-alder reaction of α-ethenylidene cyclanones: a stereoselective approach to spirocyclic compounds." Tetrahedron Letters 26, № 14 (1985): 1781–84. http://dx.doi.org/10.1016/s0040-4039(00)98337-0.

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