Academic literature on the topic 'Intramolecular Ugi reaction'

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Journal articles on the topic "Intramolecular Ugi reaction"

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Horak, Yuriy I., Roman Z. Lytvyn, Andrii R. Vakhula, Yuriy V. Homza, Nazariy T. Pokhodylo, and Mykola D. Obushak. "New tandem Ugi/intramolecular Diels–Alder reaction based on vinylfuran and 1,3-butadienylfuran derivatives." Beilstein Journal of Organic Chemistry 21 (February 26, 2025): 444–50. https://doi.org/10.3762/bjoc.21.31.

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A new tandem sequence involving the Ugi reaction and Diels–Alder [4 + 2] cycloaddition based on vinylfuran and 1,3-butadienylfuran derivatives was designed and studied. It was found that in the case of 3-(furan-2-yl)acrylaldehyde, a one-pot Ugi reaction and intramolecular Diels–Alder vinylarene (IMDAV) reaction leads to the formation of the insufficiently studied furo[2,3-f]isoindole derivatives. Ugi adducts formed from (E)-3-(furan-2-yl)acrylaldehyde, maleic acid monoanilide, isonitrile, and an amine spontaneously underwent the IMDAV reaction with a high level of stereoselectivity, leading to
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2

Gülten, Ş. "The Ugi Four-Component Reaction: Application in the synthesis of bis-hydantoins." Bulgarian Chemical Communications 56, no. D1 (2024): 13–18. http://dx.doi.org/10.34049/bcc.56.d.s2l4.

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Three new bis 1,3,5-trisubstituted hydantoins were synthesized by combining an Ugi four-component condensation reaction with a base induced cyclization. In the two-step sequence, first three new bis Ugi compounds were synthesized by the Ugi four-component condensation reaction, and then bis 1,3,5-trisubstituted hydantoins were obtained by intramolecular cyclization reaction.
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Vroemans, Robby, Fante Bamba, Jonas Winters, et al. "Sequential Ugi reaction/base-induced ring closing/IAAC protocol toward triazolobenzodiazepine-fused diketopiperazines and hydantoins." Beilstein Journal of Organic Chemistry 14 (March 14, 2018): 626–33. http://dx.doi.org/10.3762/bjoc.14.49.

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A practical three-step protocol for the assembly of triazolobenzodiazepine-fused diketopiperazines and hydantoins has been developed. The synthesis of these tetracyclic ring systems was initiated by an Ugi reaction, which brought together all necessary functionalities for further transformations. The Ugi adducts were then subjected to a base-induced ring closing and an intramolecular azide–alkyne cycloaddition reaction in succession to obtain highly fused benzodiazepine frameworks.
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Marcaccini, Stefano, Roberto Pepino, Tomás Torroba, Daniel Miguel, and Marı́a Garcı́a-Valverde. "Synthesis of thiomorpholines by an intramolecular Ugi reaction." Tetrahedron Letters 43, no. 47 (2002): 8591–93. http://dx.doi.org/10.1016/s0040-4039(02)02064-6.

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Kumar, Amit, Dipak D. Vachhani, Sachin G. Modha, Sunil K. Sharma, Virinder S. Parmar, and Erik V. Van der Eycken. "Post-Ugi gold-catalyzed diastereoselective domino cyclization for the synthesis of diversely substituted spiroindolines." Beilstein Journal of Organic Chemistry 9 (October 14, 2013): 2097–102. http://dx.doi.org/10.3762/bjoc.9.246.

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An Ugi four-component reaction of propargylamine with 3-formylindole and various acids and isonitriles produces adducts which are subjected to a cationic gold-catalyzed diastereoselective domino cyclization to furnish diversely substituted spiroindolines. All the reactions run via an exo-dig attack in the hydroarylation step followed by an intramolecular diastereoselective trapping of the imminium ion. The whole sequence is atom economic and the application of a multicomponent reaction assures diversity.
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Balalaie, Saeed, Atena Nashta Rahimi, Helya Janatian Ghazvini, Frank Rominger, Hossein Zahedian Tejeneki, and Hamid R. Bijanzadeh. "Ultrasound-Activated Atom-Economical Approach to the Synthesis of Highly Substituted Pyrrolidin-2-ones through a Four-Component Ugi/5-endo-trig Intramolecular Radical Cyclization Reaction." Synlett 31, no. 09 (2020): 871–77. http://dx.doi.org/10.1055/s-0040-1707997.

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An efficient and diversity-oriented access to functionalized pyrrolidin-2-ones through an Ugi reaction of readily available starting materials with a subsequent transformation is described. A two-step reaction sequence of a four-component Ugi reaction and an intramolecular radical-cyclization reaction leads to the chemo- and regioselective formation of a single product with high atom economy and good to high yields. The radicalization of the pseudopeptides generated from the first step by a cavitational mechanism produces the key intermediate for the ultrasound-activated formation of γ-lactams
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Balalaie, Saeed, Mohammad Shamakli, Ali Nikbakht, et al. "Direct access to isoxazolino and isoxazolo benzazepines from 2-((hydroxyimino)methyl)benzoic acid via a post-Ugi heteroannulation." Organic & Biomolecular Chemistry 15, no. 27 (2017): 5737–42. http://dx.doi.org/10.1039/c7ob01142c.

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A diversity-oriented access to isoxazolino and isoxazolo benzazepines is elaborated via a post-Ugi heteroannulation involving intramolecular 1,3-dipolar cycloaddition reaction of nitrile oxides with alkenes and alkynes.
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Khalesi, Maryam, Azim Ziyaei Halimehjani, and Jürgen Martens. "Synthesis of a novel category of pseudo-peptides using an Ugi three-component reaction of levulinic acid as bifunctional substrate, amines, and amino acid-based isocyanides." Beilstein Journal of Organic Chemistry 15 (April 4, 2019): 852–57. http://dx.doi.org/10.3762/bjoc.15.82.

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The synthesis of a novel category of pseudo-peptides via intramolecular Ugi reaction of levulinic acid (4-oxopentanoic acid), aromatic and aliphatic amines, and amino acid-based isocyanides is reported. Levulinic acid was applied as a bifunctional substrate containing both carbonyl and acid moieties suitable for the Ugi reaction. This article provides a facile and convenient one-pot procedure for the synthesis of peptide-like heterocyclic molecules containing 2-pyrrolidone (γ-lactam), amide and ester functional groups with good to excellent yields.
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Alonso, Fernando, Sofía L. Acebedo, Andrea C. Bruttomesso, and Javier A. Ramírez. "Synthesis of 4-azasteroids by an intramolecular Ugi reaction." Steroids 73, no. 12 (2008): 1270–76. http://dx.doi.org/10.1016/j.steroids.2008.06.002.

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Ghandi, Mehdi, Nahid Zarezadeh, and Abuzar Taheri. "A three-component, intramolecular Ugi reaction toward unique indoloketopiperazines." Tetrahedron Letters 53, no. 26 (2012): 3353–56. http://dx.doi.org/10.1016/j.tetlet.2012.04.090.

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Dissertations / Theses on the topic "Intramolecular Ugi reaction"

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Do, Tien Dat. "Développement de nouveaux sels d’imidazolium : application du milieu cristal liquide ionique pour la réaction de Diels-Alder Intramoléculaire et à la préparation des nanoparticules d’Or Anisotropes." Thèse, 2017. http://hdl.handle.net/1866/19283.

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Les liquides ioniques à base de sels d’imidazolium sont une classe très importante de composés, compatibles avec de nombreuses réactions organiques et largement employés dans la synthèse organique en tant que solvants, catalyseurs ou ligands. En particulier, les liquides ioniques peuvent être récupérés à la fin de la réaction. Les sels d’imidazolium présentent également des propriétés d’organisation intéressantes, aussi bien en phase solide, liquide et en solution. Cependant, les liquides ioniques traditionnels présentent certains désavantages lorsqu’utilisés comme solvant dans des réactions i
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Vanier, Sébastien F. "Synthèse formelle de l’hormaomycine et de la bélactosine A par utilisation d’une réaction de cyclopropanation intramoléculaire catalysée par un complexe de rhodium (II)." Thèse, 2009. http://hdl.handle.net/1866/3925.

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Ce mémoire présente trois approches différentes vers la synthèse du 3–(trans–2–nitrocyclopropyl)alanine, un intermédiaire synthétique de la hormaomycine. Cette molécule naturelle démontre d’intéressantes activités biologiques et pharmacologiques. Il est intéressant de souligner que ce dérivé donne facilement accès au 3–(trans–2–aminocyclopropyl)alanine, unité centrale de la bélactosine A. Ce composé naturel possédant lui aussi d’intéressantes propriétés biologiques, plusieurs études relationnelles structures-activités menant à des dérivés plus actifs de cette molécule ont été entreprises, démo
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Chen, Bin. "Synthesis of ring A of (+)-Ambruticin S and bicyclic nucleosides for antisense drug technology." Thèse, 2011. http://hdl.handle.net/1866/6250.

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La synthèse énantiosélective de la (+)-ambruticine S, un produit naturel antifongique a été effectuée au sein de notre groupe. Trois approches ont été développées pour la synthèse du fragment lactone (cycle A). Ces trois voies d’accès au cycle A ont pour intermédiaire commun le methyl α-D-glycopyranoside déjà porteur du diol requis et disponible commercialement à bon prix. Une désoxygénation de l’hydroxyle en C-4 et l’homologation d’un carbone de la chaine latérale en C-6 ont permis l’obtention du cycle lactonique A. Le deuxième projet est une collaboration entre le groupe Hanessian et ISIS P
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