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Journal articles on the topic 'Ritter reaction'

Author: Grafiati

Published: 5 June 2025

Last updated: 2 August 2025

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1

Ji, Min, Chengliang Feng, Bin Yan, Guibo Yin, and Junqing Chen. "Fe(ClO4)3·H2O-Catalyzed Ritter Reaction: A Convenient Synthesis of Amides from Esters and Nitriles." Synlett 29, no. 17 (2018): 2257–64. http://dx.doi.org/10.1055/s-0037-1610658.

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An efficient and inexpensive synthesis of N-substituted amides from the Ritter reaction of nitriles with esters catalyzed by Fe(ClO4)3·H2O is described. Fe(ClO4)3·H2O is an economically efficient catalyst for the Ritter reaction under solvent-free conditions. Reactions of a range of esters (benzyl, sec-alkyl, and tert-butyl esters) with nitriles (primary, secondary, tertiary, and aryl nitriles) were performed to provide the corresponding amides in high to excellent yields.

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2

Imrich, Michael R., Jochen Kraft, Cäcilia Maichle-Mössmer, and Thomas Ziegler. "D-Fructose-based spiro-fused PHOX ligands: synthesis and application in enantioselective allylic alkylation." Beilstein Journal of Organic Chemistry 14 (August 8, 2018): 2082–89. http://dx.doi.org/10.3762/bjoc.14.182.

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Phosphinooxazoline (PHOX) ligands are an important class of ligands in asymmetric catalysis. We synthesized ten novel D-fructose-derived spiro-fused PHOX ligands with different steric and electronic demand. The application of two of them was tested in asymmetric allylic alkylation. The ligands are prepared in two steps from readily available 1,2-O-isopropylidene protected β-D-fructopyranoses by the BF3·OEt2-promoted Ritter reaction with 2-bromobenzonitrile to construct the oxazoline moiety followed by Ullmann coupling of the resulting aryl bromides with diphenylphosphine. Both steps proceeded

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3

Schneider, Gyula, Lászlzó Hackler, and Pál Sohár. "Ritter-reaction on steroids." Tetrahedron 41, no. 16 (1985): 3377–86. http://dx.doi.org/10.1016/s0040-4020(01)96689-x.

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4

Jiang, Dehong, Tao He, Li Ma, and Zhouyu Wang. "Recent developments in Ritter reaction." RSC Adv. 4, no. 110 (2014): 64936–46. http://dx.doi.org/10.1039/c4ra10784e.

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5

Klimko, Yu E., S. D. Isaev, and D. A. Pisanenko. "Vinylnorbornene in the Ritter reaction." Russian Journal of Applied Chemistry 82, no. 6 (2009): 1025–28. http://dx.doi.org/10.1134/s1070427209060184.

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6

Guérinot, Amandine, Sébastien Reymond, and Janine Cossy. "Ritter Reaction: Recent Catalytic Developments." European Journal of Organic Chemistry 2012, no. 1 (2011): 19–28. http://dx.doi.org/10.1002/ejoc.201101018.

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7

Amin, i., R. Bishop, G. Burgess, DC Craig, IG Dance, and ML Scudder. "Ritter Reactions. I. Combined Intramolecular Cyclization and Amide Formation." Australian Journal of Chemistry 42, no. 11 (1989): 1919. http://dx.doi.org/10.1071/ch9891919.

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1,5-Dimethylenecyclooctane (5) and 7,11-dimethylene-6,7,8,9-tetrahydro-5,9-propano-5H-benzocycloheptene (7) undergo efficient intramolecular cyclization and Ritter reaction in a one-flask procedure. Similarly,11-methylene-5,6,8,9-tetrahydro-5,9-propano-7H-benzocyclohepten-7-one (10) may be converted into cyclic hydroxy amide products. Alternatively, a combined intramolecular cyclization and double Ritter reaction with acetonitrile can be carried out to produce 7,9-bis( acetamido )-6,7,8,9,10,11-hexahydro-5,9:7,11-dimethano-5H-benzocyclononene monohydrate (12) whose crystal structure (C19 H24 N

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8

Doan, Son H., Mohanad A. Hussein, and Thanh Vinh Nguyen. "Tropylium-promoted Ritter reactions." Chemical Communications 57, no. 71 (2021): 8901–4. http://dx.doi.org/10.1039/d1cc02947a.

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9

García Martínez, A., R. Martínez Alvarez, E. Teso Vilar, A. García Fraile, M. Hanack, and L. R. Subramanian. "An improved modification of ritter reaction." Tetrahedron Letters 30, no. 5 (1989): 581–82. http://dx.doi.org/10.1016/s0040-4039(00)95260-2.

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10

Chang, Sou-Jen. "Scale Up of a Ritter Reaction." Organic Process Research & Development 3, no. 3 (1999): 232–34. http://dx.doi.org/10.1021/op980211c.

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11

Chen, Meng-En, Xiao-Wei Chen, Yue-Hong Hu, et al. "Recent advances of Ritter reaction and its synthetic applications." Organic Chemistry Frontiers 8, no. 16 (2021): 4623–64. http://dx.doi.org/10.1039/d1qo00496d.

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12

Wade, Peter A., Nicholas Paparoidamis, C. Jared Miller, and Stephanie A. Costa. "Nitration reactions of conjugated compounds employing lithium nitrate and trifluoroacetic anhydride." Canadian Journal of Chemistry 97, no. 8 (2019): 591–96. http://dx.doi.org/10.1139/cjc-2019-0024.

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Tandem nitration and Ritter reaction of three conjugated dienes using trifluoroacetyl nitrate in acetonitrile led predominantly to 1,4-addition products and concomitant N-nitration. The major products, N-nitro-N-(4-nitrobut-2-enyl)acetamide derivatives, were obtained in 57%–70% yield. Tandem nitration and Ritter reaction of 4-methylpent-3-en-2-one led to the 1,2-addition product, a base-sensitive α-nitroketone. Nitration of N-methylacetamide and pyrrolidine by trifluoroacetyl nitrate occurs on the N-atom, whereas nitration of N-phenylacetamide occurs on the aromatic ring.

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13

Ai, Wensi, Ronghua Shi, Liyan Zhu та ін. "One-pot protocol to synthesize N-(β-nitro)amides by tandem Henry/Ritter reaction". RSC Advances 5, № 31 (2015): 24044–48. http://dx.doi.org/10.1039/c5ra01536g.

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14

Xu, XiXi, Tristan Rawling, Ariane Roseblade, Roger Bishop, and Alison T. Ung. "Antiproliferative activities of alkaloid-like compounds." MedChemComm 8, no. 11 (2017): 2105–14. http://dx.doi.org/10.1039/c7md00435d.

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15

Tang, Ting, Lei Zhang, Hai Dong, et al. "Organic template-free synthesis of zeolite Y nanoparticle assemblies and their application in the catalysis of the Ritter reaction." RSC Advances 7, no. 13 (2017): 7711–17. http://dx.doi.org/10.1039/c6ra27129d.

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16

Koval’skaya, S. S., N. G. Kozlov, V. Kulcitki, A. Aricu, and N. Ungur. "Transformation of sclareol under ritter reaction conditions." Russian Journal of Organic Chemistry 49, no. 2 (2013): 303–11. http://dx.doi.org/10.1134/s1070428013020218.

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17

Anxionnat, Bruno, Amandine Guérinot, Sébastien Reymond, and Janine Cossy. "FeCl3-catalyzed Ritter reaction. Synthesis of amides." Tetrahedron Letters 50, no. 26 (2009): 3470–73. http://dx.doi.org/10.1016/j.tetlet.2009.02.208.

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18

Guerinot, Amandine, Sebastien Reymond, and Janine Cossy. "ChemInform Abstract: Ritter Reaction: Recent Catalytic Developments." ChemInform 43, no. 23 (2012): no. http://dx.doi.org/10.1002/chin.201223213.

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19

KUTATELADZE, T. G., A. A. MIRONOVA, S. S. MOCHALOV, and YU S. SHABAROV. "ChemInform Abstract: Arylcyclopropanes in the Ritter Reaction." ChemInform 22, no. 9 (2010): no. http://dx.doi.org/10.1002/chin.199109073.

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20

Grammatoglou, K., J. Bolsakova, and A. Jirgensons. "C-Quaternary alkynyl glycinols via the Ritter reaction of cobalt complexed alkynyl glycols." RSC Advances 7, no. 44 (2017): 27530–37. http://dx.doi.org/10.1039/c7ra03965d.

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21

Koshchii, Iryna, Oleksandr Vasilkevich, and Yurii Klimko. "SYNTHESIS OF CAGE AMINES BY THE RITTER REACTION." Annali d'Italia 57 (July 24, 2024): 7–10. https://doi.org/10.5281/zenodo.12809857.

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The reaction of vinylnorbornene with acetonitrile in the presence of H2SO4 at 20 and 50°C was studied. The Ritter reaction for vinylnorbornene with acetonitrile in the presence of concentrated sulfuric acid occurs only at the double bond of the ring and leads to 5-vinyl-2(3)-acetaminonorbornane, and in the presence of water in the system - to a significant amount of by-product - 5-vinyl- 2(3)-norbornanol. By methods of alkaline hydrolysis and reduction with hydrogen on skeletal nickel and lithium aluminum hydride, 5-vinyl-2(3)-acetaminonorbornane can be converted into the corresp

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22

Lai, Huifang, Jiexin Xu, Jin Lin, Biling Su, and Daijun Zha. "Chemo-selective control of Ritter-type reaction by coordinatively unsaturated inorganic salt hydrates." Organic Chemistry Frontiers 9, no. 6 (2022): 1541–49. http://dx.doi.org/10.1039/d1qo01832a.

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23

Abe, Takumi, Koshiro Kida, and Koji Yamada. "A copper-catalyzed Ritter-type cascade via iminoketene for the synthesis of quinazolin-4(3H)-ones and diazocines." Chemical Communications 53, no. 31 (2017): 4362–65. http://dx.doi.org/10.1039/c7cc01406f.

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24

Nakaya, Takeshi, Akira Matsuda, and Satoshi Ichikawa. "Design, synthesis and biological evaluation of 5′-C-piperidinyl-5′-O-aminoribosyluridines as potential antibacterial agents." Organic & Biomolecular Chemistry 13, no. 28 (2015): 7720–35. http://dx.doi.org/10.1039/c5ob01037c.

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25

Rahman, M. Farid, and Elvina Dhiaul Iftitah. "THE SYNTHESIS OF 1,3-DIMETHYL-6,7-DIMETHOXY-3,4-DIHYDROISOQUINOLINE FROM METHYLEUGENOL : APPLICATION OF RITTER REACTION FOR DIRECTLY CYCLIZATION." Indonesian Journal of Chemistry 6, no. 3 (2010): 286–91. http://dx.doi.org/10.22146/ijc.21733.

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The synthesis of 1,3-dimethyl-6,7-dimethoxy-3,4-dihydroisoquinoline from methyleugenol with application of Ritter reaction for directly cyclization was presented. This research was carried out in 2 steps : (1) Determination of intermediate stability that undergo in the reaction by using hyperchem version 6 with AM 1 semi empirical method, and (2) Synthesis of dihydroisoquinoline from methyleugenol and acetonitrile with acid catalyst (H2SO4) in the laboratory. The result of AM 1 calculation found that generally, the intermediate encourage the formation dihydroisoquinoline product, had low energ

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26

Xu, Shi-Chao, Shou-Ji Zhu, Yu-Xiang Chen, et al. "Skeletal Rearrangement in the Ritter Reaction of Turpentine: A Novel Synthesis of P-menthane Diamides." Journal of Chemical Research 41, no. 2 (2017): 124–27. http://dx.doi.org/10.3184/174751917x14859570937712.

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A novel skeletal rearrangement in the Ritter reaction was examined which conveniently generated p-menthane diamides from turpentine. A probable reaction mechanism was proposed based on employing thermodynamic analysis. All the products were purified and characterised by 1H NMR, IR, X-ray crystallography and ESI+-MS.

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27

Cai, Lu, Jian Wei Guo, Sa Liu, Chu Fen Yang, Hua Zhu, and Jin Ping Peng. "A Novel Synthesis of 3-Amino-1-Adamantanemethanol." Advanced Materials Research 233-235 (May 2011): 225–28. http://dx.doi.org/10.4028/www.scientific.net/amr.233-235.225.

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3-amino-1-adamantanemethanol was synthesized from adamantane carboxylic acid following the procedures of Ritter reaction, hydrolysis, neutralization and reduced reaction without the participation of bromine. The total yield of 3-amino-1-adamantanemethanol was 43%. The structure of the target compound was characterized by elemental analysis, IR, MS, 1HNMR,etc. In addition, the possible reaction mechanisms was proposed.

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28

Shen, Tao, and Tristan H. Lambert. "C–H Amination via Electrophotocatalytic Ritter-type Reaction." Journal of the American Chemical Society 143, no. 23 (2021): 8597–602. http://dx.doi.org/10.1021/jacs.1c03718.

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29

Bi, Nai-Min, Ming-Guang Ren, and Qin-Hua Song. "Photo-Ritter Reaction of Arylmethyl Bromides in Acetonitrile." Synthetic Communications 40, no. 17 (2010): 2617–23. http://dx.doi.org/10.1080/00397910903297555.

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30

Kartashov, V. R., K. V. Malkova, A. V. Arkhipova, and T. N. Sokolova. "Heteropolyacids as new catalysts of the Ritter reaction." Russian Journal of Organic Chemistry 42, no. 7 (2006): 966–68. http://dx.doi.org/10.1134/s1070428006070062.

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31

Osyanin, V. A., E. A. Ivleva, and Yu N. Klimochkin. "2-(2-hydroxyphenyl)-2-adamantanol in Ritter reaction." Russian Journal of Organic Chemistry 47, no. 11 (2011): 1686–89. http://dx.doi.org/10.1134/s1070428011110054.

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32

Bolsakova, Jekaterina, and Aigars Jirgensons. "The Ritter reaction for the synthesis of heterocycles." Chemistry of Heterocyclic Compounds 53, no. 11 (2017): 1167–77. http://dx.doi.org/10.1007/s10593-018-2189-y.

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33

Polla, Eugenio. "Ritter Reaction Induced by Clay-Supported Ferric Nitrate." Bulletin des Sociétés Chimiques Belges 94, no. 1 (2010): 81–83. http://dx.doi.org/10.1002/bscb.19850940113.

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34

Wagner, Gabriele, Uwe Verfürth, Rudolf Herrmann, and Carl Krüger. "Ring-Opening of (-)-Camphorsulfonimide Derivatives and (+)-Fenchonesulfonimide by Nitronium Tetrafluoroborate." Zeitschrift für Naturforschung B 49, no. 8 (1994): 1150–58. http://dx.doi.org/10.1515/znb-1994-0822.

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Treating a derivative of (-)-camphorsulfonimide (CA name: (3aS)-8,8-dimethyl-4,5,6,7- tetrahydro-3H-3a.6-methano-2,1-benzisothiazole 2,2-dioxide) or the isomeric (+)-fenchonesulfonimide with nitronium tetrafluoroborate in acetonitrile does not lead to the expected products of cationic reactions, e.g. of the Ritter reaction for halogenated compounds, but provokes a cleavage of the sulfonimide group with the formation of a ring-opened product containing a sulfonyl fluoride and a nitroimine group. The reaction does occur only in the presence of solid nitronium tetrafluoroborate. but not after pri

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35

Gullickson, Glen C., and David E. Lewis. "Reactions of Active Methylene Compounds with Benzhydrol During Solvolysis in Formic Acid." Australian Journal of Chemistry 56, no. 5 (2003): 385. http://dx.doi.org/10.1071/ch02157.

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Formic acid reacts with benzhydrol to give benzhydryl formate, which reacts with active methylene compounds in refluxing formic acid to give either C-alkylation or Ritter reaction products. The product formed is determined by the equilibrium enol content of the active methylene compound. These reaction conditions avoid the use of halogenated reaction solvents, and the pure products are isolated without recourse to chromatography.

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36

Xu, XiXi, Ariane Roseblade, Tristan Rawling та Alison T. Ung. "Antiproliferative activities of tricyclic amides derived from β-caryophyllene via the Ritter reaction against MDA-MB-231 breast cancer cells". RSC Medicinal Chemistry 11, № 1 (2020): 118–24. http://dx.doi.org/10.1039/c9md00237e.

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Tricyclic amides were successfully synthesised from β-caryophyllene via the Ritter reaction. Amides 3c and 6b inhibited proliferation of MDA-MB-231 cells. Compound 6b inhibited cell cycle progression and induced predominantly apoptotic cell death.

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37

Jankowski, Paweł. "Filozofia polityczna Hegla w interpretacji Joachima Rittera." Politeja 17, no. 4(67) (2020): 54–72. http://dx.doi.org/10.12797/politeja.17.2020.67.03.

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Hegel’s Political Philosophy in Joachim Ritter’s InterpretationThis article outlines Joachim Ritter’s attempt to detach Hegel’s political and social philosophy from its Marxist interpretation. The first section examines the differences between the reception of Hegel’s legacy by Ritter and by the Frankfurt School. The latter views Hegel primarily as a forerunner of Marx, while Ritter perceives Hegel as committed theorist and advocate of modern state and civil society. The second section focuses on Ritter’s attitude towards the post-revolutionary society. In particular, it explores Ritter’s inte

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38

Feng, Chengliang, Guibo Yin, Bin Yan, Junqing Chen, and Min Ji. "Convenient synthesis of amides by Zn(ClO4)2·6H2O catalysed Ritter reaction with nitriles and halohydrocarbons." Journal of Chemical Research 42, no. 7 (2018): 383–86. http://dx.doi.org/10.3184/174751918x15323343112324.

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A convenient and high yielding procedure for the synthesis of amides by the Ritter reaction of nitriles and halohydrocarbons in the presence of Zn(ClO4)2·6H2O as a highly stable, effective and available catalyst is described.

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39

Fan, Xing, Qiang Wang, Yin Wei, and Min Shi. "Catalyst-free geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes via a Wagner–Meerwein rearrangement." Chemical Communications 54, no. 74 (2018): 10503–6. http://dx.doi.org/10.1039/c8cc05634j.

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A catalyst-free intramolecular geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes has been developed to forge fluorinated cyclobuta[b]indoline derivatives. A polycyclic multi-fluorinated byproduct was also formed through a Ritter-type reaction in some cases.

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40

Greitāns, Kārlis, Daina Rībena, and Māris Turks. "Synthesis of Tetrahydroindazole-Triazole Conjugates and their Derivatization by the Ritter Reaction." Key Engineering Materials 762 (February 2018): 25–30. http://dx.doi.org/10.4028/www.scientific.net/kem.762.25.

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7-Azido-3,6,6-trimethyl-1-(pyridin-2-yl)-1,5,6,7-tetrahydro-4H-indazol-4-one undergoes copper (I)-catalyzed 1,3-dipolar cycloaddition reactions with terminal alkynes and provides the corresponding 7-(1H-1,2,3-triazol-1-yl)-derivatives with excellent yields. Reduction of keto group at C(4) gives an access to diastereoisomeric mixture of alcohols. The latter provide acetamides in the Ritter reaction with acetonitrile upon treatment in acidic media. The developed synthetic sequence offers an easy entry into 4,7-difunctionalized tetrahydroindazoles which are interesting in terms of medicinal chemi

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41

Jadhav, Amol P., and Claude Y. Legault. "Oxidative hydrolysis of aliphatic bromoalkenes: scope study and reactivity insights." Beilstein Journal of Organic Chemistry 20 (June 3, 2024): 1286–91. http://dx.doi.org/10.3762/bjoc.20.111.

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We have developed an operationally simple method for the synthesis of dialkyl α-bromoketones from bromoalkenes by utilizing a hypervalent iodine-catalyzed oxidative hydrolysis reaction. This catalytic process provides both symmetrical and unsymmetrical dialkyl bromoketones with moderate yields across a broad range of bromoalkene substrates. Our studies also reveal the formation of Ritter-type side products by an alternative reaction pathway.

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42

Selvam, Nagarajan Panneer, and Paramasivan T. Perumal. "Cerium(IV) sulfate catalyzed one-pot three-component diastereo selective synthesis of 4-amidotetrahydropyrans." Canadian Journal of Chemistry 87, no. 6 (2009): 698–705. http://dx.doi.org/10.1139/v09-050.

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A convenient and diastereoselective one-pot synthesis of cis-4-amidotetrahydropyrans is described. This simple protocol involves Prins cyclization of homoallylic alcohol and aldehydes, followed by Ritter reaction of acetonitrile leading to the formation of cis-4-acetamidopyrans in good yields.

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43

Katkar, Kamlesh V., Pramod S. Chaudhari, and Krishnacharya G. Akamanchi. "Sulfated tungstate: an efficient catalyst for the Ritter reaction." Green Chemistry 13, no. 4 (2011): 835. http://dx.doi.org/10.1039/c0gc00759e.

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44

Crouch, R. David. "The Ritter Reaction: Trapping a Carbocation with a Nitrile." Journal of Chemical Education 71, no. 8 (1994): A200. http://dx.doi.org/10.1021/ed071pa200.

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45

Hathaway, Bruce A. "An investigation into the mechanism of the Ritter reaction." Journal of Chemical Education 66, no. 9 (1989): 776. http://dx.doi.org/10.1021/ed066p776.

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46

Feng, Cheng-Liang, Gui-Bo Yin, Bin Yan, Jun-Qing Chen, and Min Ji. "FeCl2·4H2O catalyzed ritter reaction with nitriles and halohydrocarbons." Chemical Papers 73, no. 2 (2018): 345–53. http://dx.doi.org/10.1007/s11696-018-0585-5.

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47

Ho, Tse-Lok, and Rong-Jie Chein. "Ritter Reaction of 1-Aryl-1-Fluoro-2-Haloethanes." Journal of the Chinese Chemical Society 53, no. 2 (2006): 429–30. http://dx.doi.org/10.1002/jccs.200600054.

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48

NARAYANAN, C. R., and A. B. LANDGE. "ChemInform Abstract: Cleavage of Steroid Epoxides in Ritter Reaction." ChemInform 24, no. 21 (2010): no. http://dx.doi.org/10.1002/chin.199321213.

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49

Sanz, Roberto, Alberto Martínez, Verónica Guilarte, Julia M. Álvarez-Gutiérrez, and Félix Rodríguez. "The Ritter Reaction under Truly Catalytic Brønsted Acid Conditions." European Journal of Organic Chemistry 2007, no. 28 (2007): 4642–45. http://dx.doi.org/10.1002/ejoc.200700562.

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50

Posevins, Daniels, Krista Suta, and Māris Turks. "Indium-Triflate-Catalyzed Ritter Reaction in Liquid Sulfur Dioxide." European Journal of Organic Chemistry 2016, no. 7 (2016): 1414–19. http://dx.doi.org/10.1002/ejoc.201600013.

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