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Journal articles on the topic 'Maleic Anhydride Adduct'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Roussel, C., V. Marchetti, A. Lemor, E. Wozniak, B. Loubinoux, and P. Gérardin. "Chemical Modification of Wood by Polyglycerol/Maleic Anhydride Treatment." Holzforschung 55, no. 1 (2001): 57–62. http://dx.doi.org/10.1515/hf.2001.009.

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Summary Polyglycerol (PG), an agricultural by-product of diester industry, was reacted with maleic anhydride (MA) to give heat curable compounds which are useful for impregnating wood to improve biological resistance, dimensional stability and strength. The relationships between reaction conditions of polyglycerol/maleic anhydride (PG/MA) adduct treatment and performance of treated solid wood were investigated. Conditions recommended for producing PG/MA treated wood durable for a long time are vacuum/pressure impregnation of aqueous solutions of PG/MA adduct (30%) in the presence of 2-butanone

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2

Pearson, JR, and QN Porter. "Vinylindenes and Some Heteroanalogs in the Diels-Alder Reaction. X. Dibenzofurans From 3-Vinylbenzofurans." Australian Journal of Chemistry 44, no. 8 (1991): 1085. http://dx.doi.org/10.1071/ch9911085.

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3-Vinylbenzofuran, 3-isopropenylbenzofuran and 2-methyl-3-vinylbenzofuran give normal [4π+2π] adducts with ethenetetracarbonitrile, accompanied, in the case of the last named diene, by the isomeric cyclobutane. Normal adducts also result from these dienes and 4-phenyl-1,2,4-triazoline-3,5-dione, and from 3-vinylbenzofuran and both maleic anhydride and N- phenylmaleimide. 3-Vinylbenzofuran gives the rearranged adduct dimethyl 1,2-dihydrodibenzofuran-3,4-dicarboxylate with dimethyl acetylenedicarboxylate.

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3

Nie, Yuan Mei, Kun Gang Chai, Zhan Wan Shi та Xing Dong Yao. "Investigation on the Synthesis of α-Terpinene and Maleic Anhydride Adduct Catalyzed by Heteropolyacid". Advanced Materials Research 361-363 (жовтень 2011): 1063–65. http://dx.doi.org/10.4028/www.scientific.net/amr.361-363.1063.

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α-pinene was isomerized in the presence of phosphomolybdic acid. One of the products, α-terpinene, can react with maleic anhydride to form α-terpinene and maleic anhydride adduct (TMA). The optimum conditions for the synthesis of TMA have been investigated. The yield of 83% can be attained with the heterogeneous catalyst phosphomolybdic acid on active carbon (PMA/C), and can maintain ~67% after the catalyst was used for 5 times.

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4

Chakkaravarthy, Jayaraman, Inbasekaran Muthuvel, and Ganesamoorthy Thirunarayanan. "Spectral investigations of some piperidin-4-one molecular addition compounds." Ovidius University Annals of Chemistry 31, no. 1 (2020): 18–26. http://dx.doi.org/10.2478/auoc-2020-0005.

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AbstractIn the present study, some 2- and 3-substituted piperidin-4-ones (A1-A3) were chosen as proton acceptor and maleic anhydride was chosen as proton donor. Piperidin-4-ones (A1, A2 ---amp--- A3) were mixed with maleic anhydride in ether medium and the corresponding molecular adduct products (B1, B2 ---amp--- B3) thus obtained were collected and purified. The 1H and 13C NMR spectra were recorded for piperidine-4-one and their addition compounds. The 1H and 13C NMR chemical shifts of products (B1, B2 ---amp--- B3) are analyzed and compared with those of the corresponding piperidine-4-ones (

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5

ASHOK, KUMAR SINGH, та K. SRIVASTAVA S. "Stereochemistry of the Oxime of N-Hydroxyimide of β-Naphthol-Maleic Anhydride Adduct". Journal of Indian Chemical Society Vol. 65, Oct 1988 (1988): 732–33. https://doi.org/10.5281/zenodo.6106160.

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Department of Chemistry, University of Roorkee, Roorkee-247 667 <em>Manuscript received 8 February 1988, revised 27 May 1988, accepted 18 July 1988</em> Stereochemistry of the Oxime of <em>N</em>-Hydroxyimide of <em>β</em>-Naphthol-Maleic Anhydride Adduct.

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6

Chen, Xiaoyu, Andrew Thomas Holm, and Philip Wai Hong Chan. "Gold Catalysed 1,4-Enyne Acetate Strategy for the Synthesis of 1H-Indenes and Partially Hydrogenated Methanonaphtho[1,2-c]furan-1,3(4H)-diones." Australian Journal of Chemistry 73, no. 12 (2020): 1165. http://dx.doi.org/10.1071/ch20175.

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A synthetic method to prepare 1H-indenes and partially hydrogenated methanonaphtho[1,2-c]furan-1,3(4H)-diones from gold(i)-catalysed 1,4-enyne acetate cycloisomerisation and oxidation or Diels–Alder reaction with maleic anhydride is described. The proposed mechanism involves Rautenstrauch rearrangement of the 1,4-enyne motif to give an insitu formed 1,3-cyclopentadiene intermediate. This is followed by 6-endo-dig cyclisation of the cyclic adduct and oxidation to give the aromatic carbocycle or Diels–Alder reaction with maleic anhydride to afford the bridged furan product.

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7

Brown, Richard T., Simon B. Jameson, Dehimi Ouali, and Peter I. Tattersall. "Synthesis of Chiral Polyfunctionalised Cyclopentanes from the Diels–Alder Adduct of Furan and Maleic Anhydride." Journal of Chemical Research 2000, no. 4 (2000): 176–78. http://dx.doi.org/10.3184/030823400103166850.

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Chiral polyfunctionalised cyclopentanes have been readily obtained in ~65% enantiomeric excess via a stereo-specific Wagner–Meerwein rearrangement induced by bromination of derivatives of the exo-cis Diels–Alder adduct of furan and maleic anhydride, combined with desymmetrisation of a meso intermediate by pig liver esterase.

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8

Abate, Diane Wolfer, and Malcolm P. Stevens. "Unsaturated polyester containing myrcene–maleic anhydride Diels–Alder adduct." Journal of Applied Polymer Science 46, no. 3 (1992): 389–91. http://dx.doi.org/10.1002/app.1992.070460303.

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9

Akai, Shuji, Shuhei Hori, Sho Ishida, et al. "Synthetic Studies on the Viridin Skeleton through Regio- and Stereoselective Functionalization of the AE-Ring Moiety." Synlett 32, no. 12 (2021): 1187–91. http://dx.doi.org/10.1055/a-1527-3781.

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Abstract4,5,6,7-Tetrahydroisobenzofurans, corresponding to the AC(D)E ring structure of viridin and equipped with required substituents on the A-ring, were synthesized with high regio- and stereoselectivities via the Diels–Alder adduct of a furan derivative and maleic anhydride. The key steps of this work include the regioselective opening of a tetrahydrofuran ring, a stereoselective epoxidation, and an AlMe3-mediated regioselective epoxide opening followed by stereoselective C-methylation.

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10

Tolstikov, Aleksander G., Olga V. Tolstikova, Tatiana B. Khlebnikova, et al. "Chiral organophosphorus ligands derived from the levopimaric acid-maleic anhydride adduct." Mendeleev Communications 6, no. 6 (1996): 215–17. http://dx.doi.org/10.1070/mc1996v006n06abeh000730.

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11

Bondarenko-Gheorghiu, Lidija, Ljubinka Lorenc, and Mihailo Mihailovi]. "Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride." Journal of the Serbian Chemical Society 65, no. 3 (2000): 147–56. http://dx.doi.org/10.2298/jsc0003147b.

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The Diels-Alder adduct (3), obtained by cycloaddition of 7-dehydrocholesteryl acetate (1) and maleic anhydride (2), was heated at ca. 90?C with a large excess of lead tetraacetate in pyridine solution for 5h. Under these conditions, compound 3 underwent lactonization with the participation of the olefinic ?6-double bond to give two isomeric monolactone derivatives, 9 and 10 (in a total yield of ca. 6%), and the bislactone product 11 (in 11.5% yield). The starting material was recovered in 36% yield.

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12

Atta, Ayman M., Ahmed M. Ramadan, K. A. Shaffei, Amal M. Nassar, N. S. Ahmed, and Mohamed Fekry. "Synthesis and Properties of Nonionic Surfactants from Rosin-Imides Maleic Anhydride Adduct." Journal of Dispersion Science and Technology 30, no. 7 (2009): 1100–1110. http://dx.doi.org/10.1080/01932690802597806.

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13

Kraicheva, I., B. I. Liogonkii, R. Stefanova, and G. Borisov. "SYNTHESIS OF A PHOSPHORUS- AND NITROGEN-CONTAINING BIS-ADDUCT WITH MALEIC ANHYDRIDE." Phosphorous and Sulfur and the Related Elements 40, no. 3-4 (1988): 145–48. http://dx.doi.org/10.1080/03086648808072906.

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14

Kar, Mangalya, Terry G. Lenz, and John D. Vaughan. "Thermodynamic measurements for the Diels-Alder adduct of anthracene and maleic anhydride." Journal of Chemical Thermodynamics 24, no. 2 (1992): 151–57. http://dx.doi.org/10.1016/s0021-9614(05)80044-8.

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15

Zhou, Jin Hua, Ni Li, Wen Jie Ma, Jing Yang та Han Zhou Sun. "Modification of Unsaturated Polyester Resin by Methyl-α-Eleostearate-Maleic Anhydride Adduct". Advanced Materials Research 1088 (лютий 2015): 467–71. http://dx.doi.org/10.4028/www.scientific.net/amr.1088.467.

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Unsaturated polyester resin (UPR) is one of the film-forming resins commonly used for preparation of coatings. However, the general type UPR has some disadvantages which limit its application such as poor water resistance, solvent resistance, heat resistance and mechanical properties. To improve common UPR’s comprehensive performance, methyl-α-eleostearate-maleic anhydride adduct (MEMAA), a derivative from Tung oil, was prepared and introduced into UPR system to form MEMAA modified UPR (M-UPR). Influences of MEMAA’s dosage in M-UPR on water and toluene absorption and tensile strength of M-UPR

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16

Du, Xun Jun, Han Zhou Sun, Yu Xiong Wu, et al. "Synthesis of Tung Oil Anhydride-Ester Polyol." Advanced Materials Research 418-420 (December 2011): 693–97. http://dx.doi.org/10.4028/www.scientific.net/amr.418-420.693.

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Tung oil is a special biomass resource in China. Tung Oil has the characteristic to be transformed into serial derivatives for its active Conjugated double bond. Especially, tung oil anhydride-ester polyol (TOAEP) can be used as substitute of polyester polyol and/or polyether polyol in the synthesis and modification of polyurethane materials. Through esterification and transesterification, methyl-α-eleostearate-maleic anhydride adduct (MEMAA), a derivative of tung oil, was reacted with ethylene glycol and tung oil anhydride-ester polyol (TOAEP) was obtained. The optimal preparation condition a

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17

Majeed, Zahid, Kiran Khurshid, Zainab Ajab, et al. "Agronomic evaluation of controlled release of micro urea encapsulated in rosin maleic anhydride adduct." Journal of Plant Nutrition 43, no. 12 (2020): 1794–812. http://dx.doi.org/10.1080/01904167.2020.1750637.

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18

Atta, Ayman M., Ibrahim F. Nassar, and Hamed M. Bedawy. "Unsaturated polyester resins based on rosin maleic anhydride adduct as corrosion protections of steel." Reactive and Functional Polymers 67, no. 7 (2007): 617–26. http://dx.doi.org/10.1016/j.reactfunctpolym.2007.04.001.

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19

GEUM, Neri, and Yasuo SUHARA. "Structures of Maleic Anhydride Adduct to Methyl (E, E) -9, 11-Octadecadienoate and Its Epoxide." Journal of Japan Oil Chemists' Society 35, no. 11 (1986): 918–21. http://dx.doi.org/10.5650/jos1956.35.918.

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20

Bicu, Ioan, and Fanica Mustata. "Novel cellulose esters derived from the levopimaric acid-maleic anhydride adduct: synthesis, characterization, and properties." Cellulose 24, no. 5 (2017): 2029–48. http://dx.doi.org/10.1007/s10570-017-1243-8.

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21

Verma, Shiva Mohan, and M. Dhaneshwar Singh. "Restricted rotations in configurational assignments: The Diels-Alder adduct of 1,3,5-cycloheptatriene and maleic anhydride." Recueil des Travaux Chimiques des Pays-Bas 97, no. 9 (2010): 238–41. http://dx.doi.org/10.1002/recl.19780970905.

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22

Zhou, Jin Hua, Xun Jun Du, Han Zhou Sun, Yu Xiong Wu, Xiao Feng Tan, and Huai Yun Zhang. "Synthesis of Tung Oil-Based Bi-Dihydrogen-Maleimide." Advanced Materials Research 554-556 (July 2012): 787–91. http://dx.doi.org/10.4028/www.scientific.net/amr.554-556.787.

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Started from Tung oil, a renewable biomass material of china, a new kind of bismaleimide, Tung oil-based bi-dihydrogen-maleimide (TOBBDHMI) was synthesized by the reaction of methyl-α-eleostearate-maleic anhydride adduct (MEMAA) and 4,4'-diphenylmethane disocyanate (MDI). The optimal conditions for synthesis were catalyst triethylamine dosage 1.0%, mole ratio of MEMAA to MDI 2.4:1, reaction temperature 75°C and reaction time 2 h, which gave yield 82.4% for TOBBDHMI (calculated from MDI). The melting point of the product was 186.6 °C~189.3 °C, initial decomposition temperature was 270 °C and fi

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23

Al-Sabagh, A. M., A. M. Badawi, and M. R. Noor El-Den. "BREAKING WATER-IN-CRUDE OIL EMULSIONS BY NOVEL DEMULSIFIERS BASED ON MALEIC ANHYDRIDE–OLEIC ACID ADDUCT." Petroleum Science and Technology 20, no. 9-10 (2002): 887–914. http://dx.doi.org/10.1081/lft-120003685.

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24

Callahan, Ronald, Ron Prip, Navroz Shariff, Olga Sklyut, Robert Rothchild, and Kevin Bynum. "1H and 13C Nuclear Magnetic Resonance Studies of the Hindered Phencyclone Adducts of Some Smaller Branched N-Alkyl Maleimides: Rigorous Aryl Proton Assignments with High-Resolution Two-Dimensional (COSY45) Spectroscopy, and Anisotropic Shielding Effects and Ab Initio Geometry Optimizations." Applied Spectroscopy 59, no. 3 (2005): 354–65. http://dx.doi.org/10.1366/0003702053585426.

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Phencyclone, 1, a potent Diels-Alder diene, reacts with a series of N-alkylmaleimides, 2, to form hindered adducts, 3. The 300 MHz 1H and 75 MHz 13C NMR studies of these adducts at ambient temperatures have demonstrated slow rotations on the nuclear magnetic resonance (NMR) timescales for the unsubstituted bridgehead phenyl groups, and have revealed substantial magnetic anisotropic shielding effects in the 1H spectra of the N-alkyl groups of the adducts. The selected N-alkyl groups for the target compounds emphasized smaller branched alkyls, including C3 (isopropyl, a); C4 (isobutyl, b; and t-

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25

Allevi, Pietro, Pierangela Ciuffreda, and Mario Anastasia. "Revised Structures for the Lactones Obtained by Reduction of the Adduct of Ergosterol Acetate with Maleic Anhydride." Journal of Organic Chemistry 62, no. 23 (1997): 8218–20. http://dx.doi.org/10.1021/jo970710w.

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26

Brown, Richard T., Simon B. Jameson, Dehimi Ouali, and Peter I. Tattersall. "ChemInform Abstract: Synthesis of Chiral Polyfunctionalized Cyclopentanes from the Diels-Alder Adduct of Furan and Maleic Anhydride." ChemInform 31, no. 38 (2000): no. http://dx.doi.org/10.1002/chin.200038107.

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27

Li, Mei, Mei Wang, Shouhai Li, Kun Huang, Wei Mao, and Jianling Xia. "Effects of preparation methods of mixed calcium and zinc thermal stabilizers derived from dimer fatty acid and tung-oil based C22 triacid on properties of PVC." Polish Journal of Chemical Technology 19, no. 2 (2017): 78–87. http://dx.doi.org/10.1515/pjct-2017-0032.

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Abstract Calcium and zinc salts of dimer fatty acids (DFA-Ca and DFA-Zn) were synthesized using direct neutralization and metathesis technologies, respectively. The adduct of maleic anhydride and methyl eleostearate (MAME) was also converted to the corresponding zinc soap (C22TA-Zn) and calcium soap (C22TA-Ca) by the two different synthetic routes. Mixed Ca/Zn salts between DFA-Ca and DFA-Zn, and between C22TA-Zn and C22TA-Ca were used as thermal stabilizers for poly(vinyl chloride) (PVC). The PVC thermal stability was determined using Congo red test, discoloration test, torque rheological ana

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28

Kim, Injeong, Oleg N. Antzutkin, Faiz Ullah Shah, Olov Karlsson, Dennis Jones, and Dick Sandberg. "Chemical Bonds Formed in Solid Wood by Reaction with Maleic Anhydride and Sodium Hypophosphite." Materials 17, no. 19 (2024): 4856. http://dx.doi.org/10.3390/ma17194856.

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The reaction of wood with maleic anhydride (MA) and sodium hypophosphite (SHP) has been identified as a viable modification method, with macroscopical properties indicating formation of cross-linking to explain the results. However, the chemical reaction between wood and the modification reagents has not been studied yet. To resolve this, the reaction was studied with solid-state 13C cross-polarization magic-angle-spinning (CP-MAS) and 31P MAS nuclear magnetic resonance (NMR) and X-ray photoelectron spectroscopy (XPS) to reveal the formation of bonds between wood components, MA and SHP during

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29

Rickard, Clifton E. F., and Philip W. Le Quesne. "Regio- and Stereoselectivity in Metal Hydride Reduction of the Diels−Alder Adduct of Ergosteryl Acetate and Maleic Anhydride." Journal of Organic Chemistry 63, no. 5 (1998): 1736. http://dx.doi.org/10.1021/jo971923o.

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30

Benshafrut, Ronnie, Ronald Callahan, and Robert Rothchild. "NMR Studies of Hindered Rotation. The Diels-Alder Adduct of Phencyclone with Maleic Anhydride: Restricted Motion of Bridgehead Phenyls." Spectroscopy Letters 26, no. 10 (1993): 1875–88. http://dx.doi.org/10.1080/00387019308011639.

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31

Ohara, Keishi, Hisao Murai, and Keiji Kuwata. "Time-Resolved ESR Studies on Photosensitized Reaction of Maleic Anhydride in Alcohols: CIDEP Memory Transfer in Spin-Adduct Formation." Bulletin of the Chemical Society of Japan 65, no. 6 (1992): 1672–78. http://dx.doi.org/10.1246/bcsj.65.1672.

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32

Viswanathan, Tito, and Jagdish Jethmalani. "The Aqueous Ring-Opening Metathesis Polymerization of Furan-Maleic Anhydride Adduct: Increased Catalytic Activity Using a Recyclable Transition Metal Catalyst." Journal of Chemical Education 70, no. 2 (1993): 165. http://dx.doi.org/10.1021/ed070p165.

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33

Muljana, Henky, Stefan Arends, Klaas Remerie, Gert Boven, Francesco Picchioni, and Ranjita K. Bose. "Cross-Linking of Polypropylene via the Diels–Alder Reaction." Polymers 14, no. 6 (2022): 1176. http://dx.doi.org/10.3390/polym14061176.

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In this work, the possibility of preparing cross-linked polypropylene (PP) via Diels–Alder (DA) chemistry is explored. The overall strategy involves reaction of maleated polypropylene (the starting material), furfuryl amine (FFA), and bismaleimide (BM) as the cross-linking agent. The occurrence of reversible cross-linking was studied by checking the presence of relevant peaks in FTIR spectra, i.e., CH out-of-plane bending vibrations of the furan ring’s peak (γCH) at an absorption band of 730–734 cm−1, CH=CH of the BM aromatic ring’s stretching vibrations (υCH=CH) at an absorption band of 1510

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34

Kruk, C., N. K. de Vries, and G. van der Velden. "Two-dimensional INADEQUATE13C NMR studies of maleopimaric acid, the diels-alder adduct of levopimaric acid and maleic anhydride, and of abietic acid." Magnetic Resonance in Chemistry 28, no. 5 (1990): 443–47. http://dx.doi.org/10.1002/mrc.1260280512.

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35

Perrot, Alexandre, Jan Hyršl, Jan Bandžuch, et al. "Use of Dicyclopentadiene and Methyl Dicyclopentadiene for the Synthesis of Unsaturated Polyester Resins." Polymers 13, no. 18 (2021): 3135. http://dx.doi.org/10.3390/polym13183135.

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Dicyclopentadiene (DCPD) modified unsaturated polyester resins (UPRs) are mostly used for hulls, decks, and bathroom facilities. Main advantages of these polymers over orthophthalic or isophthalic polyesters are their relatively low shrinking, reduced styrene emission, lower cost, and fast curing in thin layers. On the other hand, once cured, these materials are more brittle and have lower glass transition temperatures and lower chemical resistance due to their different chemical constitutions. DCPD UPRs with standard grades are usually produced with high-quality DCPD (over a 85% purity) using

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36

Mumtaz, Irsa, Zahid Majeed, Zainab Ajab, Basharat Ahmad, Kiran Khurshid, and Muhammad Mubashir. "Optimized tuning of rosin adduct with maleic anhydride for smart applications in controlled and targeted delivery of urea for higher plant’s uptake and growth efficiency." Industrial Crops and Products 133 (July 2019): 395–408. http://dx.doi.org/10.1016/j.indcrop.2019.02.036.

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37

Herberhold, Max, Jinnan Liu, and Wolfgang Milius. "The Molecular Structures of Di(1-cyclohepta-2, 4, 6-trienyl)sulfane, S(C7H7)2, and its 1:1 Diels-Alder Adduct with Maleic Anhydride." Zeitschrift für anorganische und allgemeine Chemie 630, no. 89 (2004): 1163–67. http://dx.doi.org/10.1002/zaac.200300397.

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38

Ivin, K. J., J. Kress, and J. A. Osborn. "Kinetics of initiation and propagation of the metathesis polymerization of the exo diels-alder adduct of cyclopentadiene and maleic anhydride initiated by the tungsten-carbene complex W[H2](OCH2CMe3)2Br2." Journal of Molecular Catalysis 46, no. 1-3 (1988): 351–58. http://dx.doi.org/10.1016/0304-5102(88)85107-1.

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39

ASHOK, KUMAR SINGH, YADAV SUDHA, and BHATTACHARJEE G. "9,10-[1,4-Dihydrosubstituted-naphthalene-2-oxo-endo /exo-1 ,4-diyl]-N-arylsuccinimide :Configurational Assignment by Pmr Spectroscopy." Journal of Indian Chemical Society 6, Oct. 1990 (1990): 818–20. https://doi.org/10.5281/zenodo.6243963.

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Department of Chemistry, University of Roorkee. Roorkee-247 667 <em>Manuscript received 27 February 1990, revised 11 June 1990, accepted 3 July 1990</em> Diels-Alder adducts of maleic anhydride with 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 6-bromo-2-naphthol have been converted into their <em>o</em>-tolylimide and 1-naphthylimide derivatives. Restricted rotation and non-planar conformations about the aryl C-N bond in <em>ortho</em>-substituted arylimides have been employed in solving structural problem by pmr spectroscopy.

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40

Vida, Norbert, Jiří Václavík, and Petr Beier. "Synthesis and reactivity of aliphatic sulfur pentafluorides from substituted (pentafluorosulfanyl)benzenes." Beilstein Journal of Organic Chemistry 12 (January 20, 2016): 110–16. http://dx.doi.org/10.3762/bjoc.12.12.

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Oxidation of 3- and 4-pentafluorosulfanyl-substituted anisoles and phenols with hydrogen peroxide and sulfuric acid provided a mixture of SF5-substituted muconolactone, maleic, and succinic acids. A plausible mechanism for the formation of the aliphatic SF5 compounds was presented and their chemical reactivity was investigated. SF5-substituted para-benzoquinone was synthesized; its oxidation led to an improved yield of 2-(pentafluorosulfanyl)maleic acid. The reaction of SF5-substituted maleic anhydride and para-benzoquinone with cyclopentadiene afforded the Diels–Alder adducts. Decomposition o

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41

Evtushenko, Yu M., V. M. Ivanov, and B. E. Zaitsev. "Photometric determination of maleic anhydride in maleinized adducts." Journal of Analytical Chemistry 55, no. 10 (2000): 938–42. http://dx.doi.org/10.1007/bf02756084.

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42

Obushak, Mykola D., Fedor I. Zubkov, Maryana A. Nadirova та ін. "Application of the Intramolecular Diels–Alder Vinylarenе (IMDAV) Approach for the Synthesis of Thieno[2,3-f]isoindoles". Synthesis 52, № 15 (2020): 2196–223. http://dx.doi.org/10.1055/s-0039-1690833.

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3-(Thien-2-yl)- and 3-(thien-3-yl)allylamines, readily accessible from the corresponding thienyl aldehydes, can interact with a broad range of anhydrides and α,β-unsaturated acids chlorides (maleic, сitraconic, and phenyl maleic anhydrides, сrotonyl and сinnamyl chlorides, etc.) leading to the formation of a thieno[2,3-f]isoindole core. Usually, the reaction sequence involves three successive steps: acylation of the nitrogen atom of the initial allylamine, the intramolecular Diels–Alder vinylarenе (IMDAV) reaction, and the final aromatization of the dihydrothiophene ring in the Diels–Alder ad

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43

Komber, Hartmut, Volker Steinert, Stefan Zschoche, Manfred Rätzsch та Gisbert Grossmann. "NMR spectroscopic characterization of maleic anhydride-α-methylstyrene adducts". Magnetic Resonance in Chemistry 30, № 3 (1992): 207–15. http://dx.doi.org/10.1002/mrc.1260300304.

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Kvyatkovskaya, Elizaveta A., Polina P. Epifanova, Eugeniya V. Nikitina, et al. "Synthesis and ethylene-promoted metathesis of adducts of tandem [4+2]/[4+2] cycloaddition between bis-furyl dienes and maleic acid derivatives." New Journal of Chemistry 45, no. 7 (2021): 3400–3407. http://dx.doi.org/10.1039/d0nj04528d.

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A series of 1,4:5,8-diepoxynaphthalenes, annellated with carbo- and heterocycles, was synthesized based on the tandem intermolecular/intramolecular [4+2] cycloaddition of bis-furyl dienes with moderately to highly reactive cyclic dienophiles (maleic anhydride and maleinimides).

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45

Venegas-Villalvazo, David Fernando, David Abraham Figueroa-Hernández, Armando Pineda-Contreras, José Manuel Flores-Alvarez, Héctor García-Ortega, and Juan Saulo González-González. "Diels–Alder Cycloaddition of N-Azobenzene Maleimides with Furan and Electrochemical Study of Redox Reactions." Reactions 5, no. 4 (2024): 928–46. http://dx.doi.org/10.3390/reactions5040049.

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This work reports the synthesis of aminoazobenzene compounds derived from 3,5-dimethylaniline (1a–1f) via a diazo-coupling reaction with aromatic amines. These aminoazobenzenes were acylated with maleic anhydride to obtain the corresponding maleimides (2a–2f). The maleimides were then used as dienophiles in a Dies–Alder cycloaddition reaction with furan as the diene, yielding the adducts (3a–3f). All synthesized compounds were characterized using FTIR, 1H, and 13C NMR spectroscopy. Additionally, electrochemical studies using cyclic voltammetry were conducted to determine the oxidation–reductio

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46

Darie-Niță, Raluca Nicoleta, Anamaria Irimia, Vasile Cristian Grigoraș, et al. "Evaluation of Natural and Modified Castor Oil Incorporation on the Melt Processing and Physico-Chemical Properties of Polylactic Acid." Polymers 14, no. 17 (2022): 3608. http://dx.doi.org/10.3390/polym14173608.

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Bio-based plasticizers derived from renewable resources represent a sustainable replacement for petrochemical-based plasticizers. Vegetable oils are widely available, non-toxic and biodegradable, resistant to evaporation, mostly colorless and stable to light and heat, and are a suitable alternative for phthalate plasticizers. Plasticized poly(lactic acid) (PLA) materials containing 5 wt%, 10 wt%, 15 wt% and 20 wt% natural castor oil (R) were prepared by melt blending to improve the ductility of PLA. Three castor oil adducts with maleic anhydride (MA), methyl nadic anhydride (methyl-5-norbornen

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47

Halton, B., and SGG Russell. "Cycloaddition Reactions of the Methano[10]annulene Derivative 9,9-Dichloro-1,4-dihydro-4a,8a-methanonaphthalene." Australian Journal of Chemistry 44, no. 4 (1991): 555. http://dx.doi.org/10.1071/ch9910555.

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9,9-Dichloro-1,4-dihydro-4a,8a-methanonaphthalene (4) adds the electron-deficient dienophiles 4-phenyl-1,2,4-triazoline-3,5-dione, maleic anhydride and dimethyl acetylenedicarboxylate to the α-face to give adducts (5)-(7) respectively; the addition of the alkyne requires Lewis acid catalysis. Inverse electron-demand addition of 3,6-diphenyl-1,2,4,5-tetrazine to the monoene component of (4) in hydrophilic solvent (ethane-1,2-diol) is thwarted; the CCl2 bridge is ejected and the 1,4-dihydronaphthalene formed is captured to give (ultimately) phthalazine (16). Dimethyl 1,2,4,5-tetrazine-3,6-dicarb

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48

Moursounidis, John, and Dieter Wege. "Benzannulated Isobenzofurans." Australian Journal of Chemistry 41, no. 2 (1988): 235. http://dx.doi.org/10.1071/ch9880235.

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A number of arynes, generated by treatment of haloarenes with sodium or potassium amide in tetrahydrofuran, were trapped with furan. The resulting dihydro epoxy arenes were converted into the following annulated isobenzofuran derivatives by using reverse Diels-Alder methodology: naphtho[l,2-clfuran, phenanthro[9,10-elfuran, pyreno[l,2-elfuran, pyreno[3,4- elfuran, anthra[l,2- elfuran, phenanthro[l,2- clfuran and phenanthro[3,4- elfuran. Bimolecular rate constants for the addition of maleic anhydride to these furans were measured, and were correlated with the Herndon structure count. Addition o

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Bolte, Michael, Alexander Degen, and Ernst Egert. "Diels–Alder adducts of maleic anhydride and dienes: new compounds by crystallization." Acta Crystallographica Section C Crystal Structure Communications 56, no. 11 (2000): 1338–42. http://dx.doi.org/10.1107/s0108270100010131.

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Sereda, Grigoriy A., Ramkumar Moorthy, Prem N. Basa, et al. "Unexpected Diastereoselective Acetylation of 1,8-Dimethoxyanthracene Adducts with Maleic Anhydride and Dimethyl Maleate." European Journal of Organic Chemistry 2012, no. 4 (2011): 810–16. http://dx.doi.org/10.1002/ejoc.201101399.

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