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Journal articles on the topic 'Malonic ester synthesis'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Makhmudiyarova, N. N., and I. R. Ishmukhametova. "Synthesis of new macrocyclic triperoxides." Журнал органической химии 59, no. 2 (2023): 243–49. http://dx.doi.org/10.31857/s0514749223020106.

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An efficient method has been developed for the synthesis of dialkyl hexaoxadispiroalkanedicarboxylates by the recyclization reaction of heptaoxadispiroalkanes with alkyl malonates (malonic acid dimethyl ester, malonic acid diethyl ester, malonic acid diisopropyl ester) under the action of lanthanide catalysts.

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2

Wasmi, Bilal A., Ahmed A. Al-Amiery, Abdul Amir H. Kadhum, and Abu Bakar Mohamad. "Novel Approach: Tungsten Oxide Nanoparticle as a Catalyst for Malonic Acid Ester Synthesis via Ozonolysis." Journal of Nanomaterials 2014 (2014): 1–7. http://dx.doi.org/10.1155/2014/715457.

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Malonic acid ester was synthesized via the one-step ozonolysis of palm olein. Malonic acid ester was spectroscopically characterized using gas chromatography mass spectroscopy (GC-MS). Tungsten oxide nanoparticles were used as the catalyst, which was characterized via X-ray powder diffraction (XRD) and field emission scanning electron microscopy (FE-SEM). Tungsten oxide provided several advantages as a catalyst for the esterification malonic acid such as simple operation for a precise ozonation method, an excellent yield of approximately 10%, short reaction times of 2 h, and reusability due to

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3

Tang, Jing, and Xian Huang. "Novel and Efficient Solid-Phase Synthesis of 4,6-Disubstituted 4,5-Dihydro-3(2H)-Pyridazinones." Journal of Chemical Research 2003, no. 9 (2003): 599–600. http://dx.doi.org/10.3184/030823403322597784.

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The resin-bound 5-monosubstituted cyclic malonic ester 3 was generated and reacted with an α–bromoketone to give the corresponding 5,5-disubstituted cyclic malonic ester resin (4). Subsequent reaction with hydrazine resulted in cyclisation with concomitant cleavage from the polymeric support to release the final products, 4,6-disubstituted 4,5-dihydro-3(2 H)-pyridazinones, in good yield and high purity.

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4

Ogawa, K., K. Niisawa, and T. Nozaki. "Carbon-11 labelling by malonic ester synthesis." International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes 39, no. 6 (1988): 603. http://dx.doi.org/10.1016/0883-2889(88)90375-9.

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5

Fehér, Zsuzsanna, Dóra Richter, Sándor Nagy, et al. "Synthesis of Novel Crown Ether-Squaramides and Their Application as Phase-Transfer Catalysts." Molecules 26, no. 21 (2021): 6542. http://dx.doi.org/10.3390/molecules26216542.

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This work presents the synthesis of six new phase-transfer organocatalysts in which the squaramide unit is directly linked to the nitrogen atom of an aza-crown ether. Four chiral skeletons, namely hydroquinine, quinine, cinchonine (cinchonas), and α-d-glucopyranoside were responsible for the asymmetric construction of an all-carbon quaternary stereogenic center in α-alkylation and Michael addition reactions of malonic esters. We investigated the effects of these different chiral units and that of crown ethers with different sizes on catalytic activity and enantioselectivity. During extensive p

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6

Mondal, Santigopal, Santhivardhana Reddy Yetra, Atanu Patra, Sunita S. Kunte, Rajesh G. Gonnade та Akkattu T. Biju. "N-Heterocyclic carbene-catalyzed enantioselective synthesis of functionalized cyclopentenes via α,β-unsaturated acyl azoliums". Chem. Commun. 50, № 93 (2014): 14539–42. http://dx.doi.org/10.1039/c4cc07433e.

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7

Wolfe, Saul, Stephen Ro, Chan-Kyung Kim та Zheng Shi. "Synthesis and decarboxylation of Δ2-cephem-4,4-dicarboxylic acids". Canadian Journal of Chemistry 79, № 8 (2001): 1238–58. http://dx.doi.org/10.1139/v01-100.

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Penicillin V was converted in 14 steps into Δ2-cephems having hydrogen at C-3, hydrogen or ethyl at C-2, and two methoxycarbonyl, two benzyloxycarbonyl, or one methoxycarbonyl and one benzyloxycarbonyl substituent at C-4. Deprotection of these Δ2-cephem-4,4-dicarboxylic acid esters by alkaline hydrolysis (in the case of methyl esters) or hydrogenolysis (in the case of benzyl esters) led in all cases to rapid decarboxylation of the Δ2-cephem-4,4-dicarboxylic acid or Δ2-cephem-4,4-dicarboxylic acid monoester. With hydrogen at C-2, hydrolysis of the dimethyl ester with 1 equiv of base produced a

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8

Hoogenboom, Bernard E., Phillip J. Ihrig, Arne N. Langsjoen, Carol J. Linn, and Stephen D. Mulder. "The malonic ester synthesis in the undergraduate laboratory." Journal of Chemical Education 68, no. 8 (1991): 689. http://dx.doi.org/10.1021/ed068p689.

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9

Ogawa, Koji, Motoji Sasaki, and Tadashi Nozaki. "Malonic ester and acetoacetic ester synthesis of 2-[11,14C]methyl-fatty acids." Applied Radiation and Isotopes 48, no. 5 (1997): 623–30. http://dx.doi.org/10.1016/s0969-8043(96)00319-3.

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10

Mahajan, Pankaj S., Jyoti P. Mahajan, and Santosh B. Mhaske. "Malonic Ester Amide Synthesis: An Efficient Methodology for Synthesis of Amides." Synthetic Communications 43, no. 18 (2013): 2508–16. http://dx.doi.org/10.1080/00397911.2012.717671.

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11

Finta, Zoltán, Zoltán Hell, Agnieszka Cwik, and László Tőke. "A Simple Synthesis of 1,1,2-tris-(Hydroxymethyl)-Cyclopropane and Its Dihalo Derivatives." Journal of Chemical Research 2002, no. 9 (2002): 459–60. http://dx.doi.org/10.3184/030823402103172653.

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The phase transfer catalytic cyclopropanation of the malonic ester of allylic alcohol or its 3,3-dibromo and 3,3-dichloro derivatives yields bicyclic cyclopropane carboxylic acid lactones; reduction of these lactones with LiAlH4 in boiling THF yields the appropriate 1,1,2-tris-(hydroxymethyl)cyclopropanes in satisfactory yield.

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12

Ismayilov, R. H., and P. A. Fatullayeva. "Metal complexes with dihydrazone of malonic acid dihydrazine." Scientific Petroleum, no. 1 (June 30, 2021): 58–62. http://dx.doi.org/10.53404/sci.petro.20210100008.

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This research includes synthesis and characterization of transition metal complexes of Cu (II), Co (II) and Ni (II) with hydrazone Schiff base ligand. Schiff base lagand was synthesized by reaction of malonic ester dihydrazide and 5-bromo salicylaldehyde. The structure of obtained complexes was studied by IR and electron spectroscopy. Keywords: hydrazone Schiff base ligand; copper complex; nickel complex; cobalt complex; IR and UV-Vis spectroscopy.

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13

Mahajan, Pankaj S., Jyoti P. Mahajan, and Santhosh B. Mhaske. "ChemInform Abstract: Malonic Ester Amide Synthesis: An Efficient Methodology for Synthesis of Amides." ChemInform 44, no. 43 (2013): no. http://dx.doi.org/10.1002/chin.201343031.

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14

Sato, Tsuneo, and Junzo Otera. "CsF in Organic Synthesis. Malonic Ester Synthesis Revisited for Stereoselective Carbon-Carbon Bond Formation." Journal of Organic Chemistry 60, no. 8 (1995): 2627–29. http://dx.doi.org/10.1021/jo00113a052.

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15

Wang, Li Xian, Chun Ying Guo, Guo Liang Pan, and Qiang Guo. "Synthesis of Phenylazo-N,N-diphenylpropanediamide." Advanced Materials Research 396-398 (November 2011): 3–7. http://dx.doi.org/10.4028/www.scientific.net/amr.396-398.3.

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This study deals with the synthesis of phenylazo-N,N-diphenylpropanediamide which is a kind of excellent pigment. During the preparation, intermediate product, N,N-diphenylpropanediamide is first synthesized through the substitution reaction of malonic acid diethyl ester and substituted aniline. Then, final product, phenylazo-N,N-diphenylpropanediamide can be obtained by coupling reaction of N,N-diphenylpropanediamide and phenyl substituted diazonium salt. The final product has been analyzed by UV, MS and HNMR, respectively, to determine the composition and structure. In addition, the effects

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16

Mangold, H. K., and H. Becker. "Preparation of Pheromones by Simple Procedures." Zeitschrift für Naturforschung C 41, no. 5-6 (1986): 555–58. http://dx.doi.org/10.1515/znc-1986-5-611.

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(Z)-9-Tetradecenyl methanesulfonate derived from (Z)-9-tetradecenoic acid (myristoleic acid) of beef tallow served as starting material for the preparation of sets of alcohols, alkyl acetates, and aldehydes having 16 and 18 carbon atoms. These com pounds are known to function as pheromones in various insect species. Chain elongation of (Z)-9-tetradecenyl methanesulfonate by malonic ester synthesis follow ed by esterification afforded the methyl ester of (Z )-11-hexadecenoic acid. This ester was converted to a set of pherom ones having a C16-chain with a (Z)-double bond in position 11. Chain el

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17

Bodnar, T. W., E. J. Crawford, and A. R. Cutler. "Transition organometallic mediated synthesis of a C3 malonic ester from carbon monoxide." Organometallics 5, no. 5 (1986): 947–50. http://dx.doi.org/10.1021/om00136a018.

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18

Niisawa, K., K. Ogawa, T. Hara, and T. Nozaki. "Malonic ester synthesis for the preparation of 11C radiopharmaceuticals. Especially of 11CH3CH2COOH." Journal of Labelled Compounds and Radiopharmaceuticals 26, no. 1-12 (1989): 64–65. http://dx.doi.org/10.1002/jlcr.2580260127.

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19

Hussein, Waleed M., and Ross P. McGeary. "Use of Ethyl (Benzothiazol-2-ylsulfonyl)acetate for Malonic Ester-type Syntheses of Carboxylic Acids and Esters." Australian Journal of Chemistry 67, no. 9 (2014): 1222. http://dx.doi.org/10.1071/ch14085.

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A new methodology for the synthesis of substituted carboxylic acids is described. Alkylation of either ethyl (benzothiazol-2-ylsulfonyl)acetate or ethyl 2-(benzothiazol-2-ylsulfonyl)propionate was achieved with alkyl halides and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dichloromethane solution. These products were then desulfinated and hydrolysed in one-pot under mild conditions to give substituted acetic acids in good-to-excellent yields.

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20

SATO, T., and J. OTERA. "ChemInform Abstract: CsF in Organic Synthesis. Malonic Ester Synthesis Revisited for Stereoselective Carbon-Carbon Bond Formation." ChemInform 26, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199536038.

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21

Kasım Şener, M., Atıf Koca, Ahmet Gül, and Makbule Burkut Koçak. "Synthesis and electrochemical characterization of biphenyl-malonic ester substituted cobalt, copper, and palladium phthalocyanines." Polyhedron 26, no. 5 (2007): 1070–76. http://dx.doi.org/10.1016/j.poly.2006.09.082.

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22

Siebert, Agnieszka, Grzegorz Cholewiński, Dorota Garwolińska, Adrian Olejnik, Janusz Rachoń, and Jarosław Chojnacki. "The synthesis and structure of a potential immunosuppressant: N-mycophenoyl malonic acid dimethyl ester." Journal of Molecular Structure 1151 (January 2018): 218–22. http://dx.doi.org/10.1016/j.molstruc.2017.09.041.

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23

Manikowski, Andrzej, and Zofia Kolarska. "Facile and Versatile Room-Temperature Synthesis of N,N-Disubstituted Cyanoacetamides from Malonic Ester Chloride." Synthetic Communications 39, no. 20 (2009): 3621–38. http://dx.doi.org/10.1080/00397910902788216.

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24

Kemskyi, Sergiy, Mariana Fedoriv, Alina Palamar, et al. "Synthesis and evaluation of antimicrobial activity of some new 3-(pyrrol-4-yl)acrylamide derivatives." Current Chemistry Letters 12, no. 3 (2023): 519–28. http://dx.doi.org/10.5267/j.ccl.2023.3.004.

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A series of new derivatives of 3-(pyrrol-4-yl)acrylamides 3a-l with the pyrrole nucleus functionalized by chlorine atoms and ester group, have been synthesized by simple preparative methods from the available esters of 5-chloro-4-formylpyrrol-3-carboxylic acids 1a-e. At first, 3-(pyrrol-4-yl)acrylic acids 2a-e were synthesized by the Knoevenagel’s reaction between malonic acid and the esters 1a-e. Then the target compounds were obtained with a high yield in the reactions between chloroanhydrides of the synthesized acrylic acids and aromatic or aliphatic amines in the boiling benzene. The struc

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25

Sokolenko, Liubov V., Taras M. Sokolenko, Andrey A. Filatov, Oleksandr D. Shchehlov, Vitalii V. Rudiuk, and Yurii L. Yagupolskii. "Development of a Multistage Technology for the Industrial Synthesis of the Levosimendan API and Enantiomeric Separation of Intermediates." Journal of Organic and Pharmaceutical Chemistry 23, no. 2 (2025): 35–47. https://doi.org/10.24959/ophcj.25.322447.

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A method for obtaining Levosimendan suitable for industrial application has been developed. Two literature routes for the synthesis have been evaluated. It has been found that the use of enantiopure (R)-2-chloropropionyl chloride in the initial step is ineffective due to racemization at the stage of the synthesis based on the malonic ester. Instead, a reported method based on the synthesis of the Levosimendan precursor, 6-(4-aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one (1), from racemic 2-bromopropionyl bromide has been modified to allow for scale-up and adaptation to industrial proces

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26

Huang, Xian, and Jing Tang. "Solid phase synthesis of benzothiazole and thiophene derivatives based on resin-bound cyclic malonic acid ester." Tetrahedron 59, no. 26 (2003): 4851–56. http://dx.doi.org/10.1016/s0040-4020(03)00688-4.

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27

LAPIDUS, A. L., S. D. PIROZHKOV, A. R. TUMANOVA, et al. "ChemInform Abstract: Synthesis of Malonic Acid Mononitrile Ethyl Ester (IV) by Catalytic Carbonylation of Benzenesulfonyloxyacetonitrile (I)." ChemInform 25, no. 3 (2010): no. http://dx.doi.org/10.1002/chin.199403112.

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28

Fatiha, Malki, Missoum Amina, and Hamza Kahina. "Synthesis and Investigation of Surface Tension Properties of Fatty Pyrimidinium Betaines." Engineering Chemistry 9 (March 10, 2025): 53–60. https://doi.org/10.4028/p-mxwzr2.

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A novel series of fatty betaines containing a pyrimidine ring with different alky chain lengths were synthesized by condensation of fatty N,N'-diphenylalkylamidines with a specific highly reactive malonic ester derivative under mild conditions. The chemical structures of products were characterized by common spectroscopic analyses (FTIR, mass spectra, 1H NMR, and 13C NMR spectrometry). Equilibrium surface tension and conductivity as a function of concentration of dodecyl pyrimidinum betaine (betaine with a 12 -carbon alkyl chain) in ethanolic solutions were measured and the critical micelle co

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29

Artemenko, Alina, Elza Sultanova, Diana Mironova, et al. "Amphiphilic Fluorescein Triazoles: Synthesis and Visible-Light Catalysis in Water." Organics 5, no. 3 (2024): 346–60. http://dx.doi.org/10.3390/org5030018.

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Triazole derivatives of fluorescein-containing N,N-dimethylaminopropyl fragments and their ammonium salts were synthesized with yields of 74–85%. The resulting compounds exhibit fluorescent properties in the green region of the visible spectrum. The critical aggregation concentration (CAC) was estimated using a pyrene fluorescent probe corresponding to a range of 0.28–1.43 mM, and at concentrations above the CAC, the compounds form stable aggregates ranging from 165 to 202 nm. A relative quantum yield of 5–24% has been calculated based on fluorescence and UV spectra. The best value is shown by

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30

Tang, Jing, and Xian Huang. "An efficient solid-phase synthesis of 3-carboxycoumarins based on a scaffold-polymer-bound cyclic malonic ester." Journal of Chemical Research 2003, no. 6 (2003): 354–55. http://dx.doi.org/10.3184/030823403103174092.

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31

Han, Yang-Kyoo, Hai-Sub Na, and Cha-Hwan Oh. "Synthesis of New Poly (Malonic Ester) Containing Disperse Red 1 and its Applications to Optical Data Storage." Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 327, no. 1 (1999): 271–74. http://dx.doi.org/10.1080/10587259908026830.

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32

Liu, Zhan-Xiang, Xiu-Xiu Ruan, and Xian Huang. "Solid Phase Synthesis of 2-Substituted1, 3-Oxazin-6-ones Using Resin-bound Cyclic Malonic Acid Ester." Chinese Journal of Chemistry 22, no. 2 (2010): 212–14. http://dx.doi.org/10.1002/cjoc.20040220222.

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33

Lapidus, A. L., S. D. Pirozhkov, A. R. Tumanova, et al. "Synthesis of the ethyl ester of the mononitrile of malonic acid by the catalytic carbonylation of benzenesulfonyloxyacetonitrile." Bulletin of the Russian Academy of Sciences Division of Chemical Science 41, no. 1 (1992): 178–80. http://dx.doi.org/10.1007/bf00863942.

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34

Ypsilantis, Konstantinos, Antonia Garypidou, Andreas Gikas, Alexandros Kiapekos, John C. Plakatouras, and Achilleas Garoufis. "A New Unnatural Amino Acid Derived from the Modification of 4′-(p-tolyl)-2,2′:6′,2″-terpyridine and Its Mixed-Ligand Complexes with Ruthenium: Synthesis, Characterization, and Photophysical Properties." Chemistry 5, no. 1 (2023): 151–63. http://dx.doi.org/10.3390/chemistry5010012.

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The modification of the methyl group of 4′-(p-tolyl)-2,2′:6′,2″-terpyridine produced the novel unnatural amino acid 3-(4-([2,2′:6′,2″-terpyridin]-4′-yl)phenyl)-2-aminopropanoic acid (phet). Mononuclear heteroleptic ruthenium complexes of the general formulae [Ru(L1)(L2)](PF6)2 (L1 = 2-acetylamino-2-(4-[2,2′:6′,2″]terpyridine-4′-yl-benzyl)-malonic acid diethyl ester, (phem), 3-(4-([2,2′:6′,2″-terpyridin]-4′-yl)phenyl)-2-aminopropanoic acid, (phet), and L2 = 2,2′:6′,2″-terpyridine (tpy), 4′-phenyl-2,2′:6′,2″-terpyridine (ptpy), 4′-(p-tolyl)-2,2′:6′,2″-terpyridine (mptpy)), as well as the homolep

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35

Huang, Xian, and Zhanxiang Liu. "Preparation of a resin-bound cyclic malonic ester and a facile solid-phase synthesis of 4(1 H )quinolones." Tetrahedron Letters 42, no. 43 (2001): 7655–57. http://dx.doi.org/10.1016/s0040-4039(01)01622-7.

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36

Han, Yang-Kyoo, Dong-Yu Kim, and Young Ha Kim. "Synthesis and characterization of new thermotropic liquid crystalline polymers with paired mesogens containing azobenzene unit: Poly(malonic ester)s." Journal of Polymer Science Part A: Polymer Chemistry 30, no. 6 (1992): 1177–85. http://dx.doi.org/10.1002/pola.1992.080300625.

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37

Huang, Xian, and Zhanxiang Liu. "Solid-Phase Synthesis of 4(1H)-Quinolone and Pyrimidine Derivatives Based on a New ScaffoldPolymer-Bound Cyclic Malonic Acid Ester." Journal of Organic Chemistry 67, no. 19 (2002): 6731–37. http://dx.doi.org/10.1021/jo020175m.

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38

Nguyen, Kim, Pascal Sutter, and Philip Kraft. "Search for New Linear Musks Devoid of a 2,2-Dimethyl-1,4-dioxabutane Unit: Synthesis and Olfactory Properties of 5-Substituted (3E)-Hex-3-enoates on the Way to Carba-Helvetolide and Carba-Serenolide." Synthesis 49, no. 11 (2017): 2443–60. http://dx.doi.org/10.1055/s-0036-1588740.

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Since the nucleophilic opening of isobutylene oxide competes with the formation of polyethers, the 2,2-dimethyl-1,4-dioxabutane moiety constitutes the most important cost driver in the synthesis of linear musks. Therefore, musk motifs devoid of this structural element would be highly attractive. Based on molecular modeling considerations, 5-methyl-substituted (3E)-configured alk-3-enoic esters accessible by deconjugative Knoevenagel reaction with malonic acid in the presence of piperidinium acetate with citronellal and Florhydral as substrates, were synthesized but showed disappointing olfacto

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39

Chuansheng, Ge, Liu Yunqi, Wu Peiji, and Zhu Daoben. "Synthesis, ESR measurement and LB films formation of octadecyl-malonic acid DI (2′, 2′, 6′, 6′-tetramethyl-1′-oxyl-4′-piperidyl) ester." Synthetic Metals 42, no. 1-2 (1991): 1525. http://dx.doi.org/10.1016/0379-6779(91)91891-d.

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40

Pärssinen, Antti, Pertti Elo, Martti Klinga, Markku Leskelä, and Timo Repo. "Synthesis of titanium complexes bearing two mono anionic malonic acid ester based ligands and their use as catalyst precursors in ethene polymerization." Inorganic Chemistry Communications 9, no. 8 (2006): 859–61. http://dx.doi.org/10.1016/j.inoche.2006.05.006.

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41

Tang, Jing, and Xian Huang. "Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone." Synthetic Communications 33, no. 22 (2003): 3953–60. http://dx.doi.org/10.1081/scc-120026320.

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42

Wu Klingler, Wenyu, Nadine Giger, Lukas Schneider, et al. "Low-Dose Near-Infrared Light-Activated Mitochondria-Targeting Photosensitizers for PDT Cancer Therapy." International Journal of Molecular Sciences 23, no. 17 (2022): 9525. http://dx.doi.org/10.3390/ijms23179525.

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Phthalocyanines (Pcs) are promising candidates for photodynamic therapy (PDT) due to their absorption in the phototherapeutic window. However, the highly aromatic Pc core leads to undesired aggregation and decreased reactive oxygen species (ROS) production. Therefore, short PEG chain functionalized A3B type asymmetric Pc photosensitizers (PSs) were designed in order to decrease aggregation and increase the aqueous solubility. Here we report the synthesis, characterization, optical properties, cellular localization, and cytotoxicity of three novel Pc-based agents (LC31, MLC31, and DMLC31Pt). Th

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43

Komatsu, Masashi, Takuzo Aida, and Shohei Inoue. "Novel visible-light-driven catalytic carbon dioxide fixation. Synthesis of malonic acid derivatives from CO2, an .alpha.,.beta.-unsaturated ester or nitrile, and diethylzinc catalyzed by aluminum porphyrins." Journal of the American Chemical Society 113, no. 22 (1991): 8492–98. http://dx.doi.org/10.1021/ja00022a042.

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44

Xia, Chun-nian, and Wei-xiao Hu. "Synthesis of Caffeic Acid Esters." Journal of Chemical Research 2005, no. 5 (2005): 332–34. http://dx.doi.org/10.3184/0308234054323869.

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A new method for the preparation of caffeic acid esters was investigated. Ten caffeic acid esters were prepared by condensation of protocatechualdehyde with malonic acid mono-esters in moderate yield. Malonic acid mono-esters were prepared from the corresponding malonate di-esters. The conformations of compounds are trans (E) form.

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45

Aliyeva, Fatmakhanym Kh, Kamala O. Israfilova, Narmina A. Javadova, and Saida F. Ahmadbayova. "Synthesis of malonic acid esters." Processes of Petrochemistry and Oil Refining, no. 01 (2024): 122. http://dx.doi.org/10.62972/1726-4685.2024.1.122.

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46

Melnykov, Sergii V., Andrii S. Pataman, Yurii V. Dmytriv, Svitlana V. Shishkina, Mykhailo V. Vovk, and Volodymyr A. Sukach. "Regioselective decarboxylative addition of malonic acid and its mono(thio)esters to 4-trifluoromethylpyrimidin-2(1H)-ones." Beilstein Journal of Organic Chemistry 13 (December 7, 2017): 2617–25. http://dx.doi.org/10.3762/bjoc.13.259.

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Background: Due to the high reactivity towards various C-nucleophiles, trifluoromethylketimines are known to be useful reagents for the synthesis of α-trifluoromethylated amine derivatives. However, decarboxylative reactions with malonic acid and its mono(thio)esters have been poorly investigated so far despite the potential to become a convenient route to β-trifluoromethyl-β-amino acid derivatives and to their partially saturated heterocyclic analogues. Results: In this paper we show that 4-trifluoromethylpyrimidin-2(1H)-ones, unique heterocyclic ketimines, react with malonic acid under organ

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47

More, Satish S., T. Krishna Mohan, Y. Sateesh Kumar, U. K. Syam Kumar, and Navin B. Patel. "Synthesis of novel 5-alkyl/aryl/heteroaryl substituted diethyl 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates by aziridine ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters." Beilstein Journal of Organic Chemistry 7 (June 20, 2011): 831–38. http://dx.doi.org/10.3762/bjoc.7.95.

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Abstract:

A novel synthetic methodology has been developed for the synthesis of diethyl 5-alkyl/aryl/heteroaryl substituted 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates (also called 2-substituted pyrroline-4,5-dihydro-3,3-dicarboxylic acid diethyl esters) by iodide ion induced ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters in very good to excellent yields under mild reaction conditions. The electronic and steric impact of the substituents on the kinetics of ring expansion of N-vinyl aziridines to pyrrolines has been studied. Various diversely substituted

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Niwayama, Satomi, and Hanjoung Cho. "Practical Large Scale Synthesis of Half-Esters of Malonic Acid." CHEMICAL & PHARMACEUTICAL BULLETIN 57, no. 5 (2009): 508–10. http://dx.doi.org/10.1248/cpb.57.508.

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Hatakeyama, Susumi. "Indium-catalyzed Conia-ene reaction for alkaloid synthesis." Pure and Applied Chemistry 81, no. 2 (2009): 217–26. http://dx.doi.org/10.1351/pac-con-08-07-14.

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In(OTf)3-catalyzed cyclization of nitrogen- and oxygen-tethered acetylenic malonic esters provides various five- to seven-membered heterocycles in moderate to excellent yield, and the reaction proceeds with no racemization and complete E-selectivity in the case of chiral and nonterminal alkynes. The synthetic utility is demonstrated by the synthesis of (-)-salinosporamide A, a highly potent 20S proteasome inhibitor, and (+)-neooxazolomycin, a member of the oxazolomycin family of antibiotics.

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Claßen, Moritz, Stefanie B. Heimsch, and Thomas M. Klapötke. "Synthesis and Characterization of New Azido Esters Derived from Malonic Acid." Propellants, Explosives, Pyrotechnics 44, no. 12 (2019): 1515–20. http://dx.doi.org/10.1002/prep.201900285.

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