Academic literature on the topic 'Passerini Reaction'
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Journal articles on the topic "Passerini Reaction"
Ichikawa, Yoshiyasu, Toshiki Yamasaki, Keisuke Nakanishi, Yutaro Udagawa, Seijiro Hosokawa, and Toshiya Masuda. "Bioinspired Synthesis of the Central Core of Halichonadin H: The Passerini Reaction in a Hypothetical Biosynthesis of Marine Natural Products." Synthesis 51, no. 11 (March 14, 2019): 2305–10. http://dx.doi.org/10.1055/s-0037-1610867.
Full textOnwukamike, Kelechukwu Nnabuike, Stéphane Grelier, Etienne Grau, Henri Cramail, and Michael A. R. Meier. "On the direct use of CO2in multicomponent reactions: introducing the Passerini four component reaction." RSC Advances 8, no. 55 (2018): 31490–95. http://dx.doi.org/10.1039/c8ra07150k.
Full textBoukis, Andreas C., Baptiste Monney, and Michael A. R. Meier. "Synthesis of structurally diverse 3,4-dihydropyrimidin-2(1H)-ones via sequential Biginelli and Passerini reactions." Beilstein Journal of Organic Chemistry 13 (January 9, 2017): 54–62. http://dx.doi.org/10.3762/bjoc.13.7.
Full textZhao, Long, Mao-Lin Yang, Min Liu, and Ming-Wu Ding. "New efficient synthesis of polysubstituted 3,4-dihydroquinazolines and 4H-3,1-benzothiazines through a Passerini/Staudinger/aza-Wittig/addition/nucleophilic substitution sequence." Beilstein Journal of Organic Chemistry 18 (March 4, 2022): 286–92. http://dx.doi.org/10.3762/bjoc.18.32.
Full textShaabani, Ahmad, Hassan Farhid, Mohammad Mahdi Rostami, and Behrouz Notash. "Synthesis of Depsipeptides via Isocyanide-Based Consecutive Bargellini–Passerini Multicomponent Reactions." SynOpen 05, no. 03 (June 22, 2021): 167–72. http://dx.doi.org/10.1055/a-1533-3823.
Full textNeo, Ana G., and Carlos F. Marcos. "Pyrrolidinodiones in Enol-Ugi, Enol-Passerini, and Anomalous Enol-Passerini Condensations." Proceedings 9, no. 1 (November 19, 2018): 6. http://dx.doi.org/10.3390/ecsoc-22-05864.
Full textHaven, Joris J., Evelien Baeten, Jonathan Claes, Joke Vandenbergh, and Tanja Junkers. "High-throughput polymer screening in microreactors: boosting the Passerini three component reaction." Polymer Chemistry 8, no. 19 (2017): 2972–78. http://dx.doi.org/10.1039/c7py00360a.
Full textReza Kazemizadeh, Ali, and Ali Ramazani. "Synthetic Applications of Passerini Reaction." Current Organic Chemistry 16, no. 4 (February 1, 2012): 418–50. http://dx.doi.org/10.2174/138527212799499868.
Full textGiustiniano, Mariateresa, Lisa Moni, Gian Tron, Luca Sangaletti, Sveva Pelliccia, Andrea Basso, and Ettore Novellino. "Interrupted Ugi and Passerini Reactions: An Underexplored Treasure Island." Synthesis 50, no. 18 (August 15, 2018): 3549–70. http://dx.doi.org/10.1055/s-0037-1610193.
Full textAndreana, Peter R., Chang C. Liu, and Stuart L. Schreiber. "Stereochemical Control of the Passerini Reaction." Organic Letters 6, no. 23 (November 2004): 4231–33. http://dx.doi.org/10.1021/ol0482893.
Full textDissertations / Theses on the topic "Passerini Reaction"
Ben, Abdessalem Abdelbari. "Réactions multicomposant à base des isonitriles." Thesis, Université Paris-Saclay (ComUE), 2016. http://www.theses.fr/2016SACLY024/document.
Full textThe isocyanide based multicomponent reactions (I-MCRs) with subsequent post-condensation transformations constitute extremely powerful synthetic tools for the preparation of structurally diverse complex molecules with novel properties.In this context, we first investigated the extension of Ugi-Smiles coupling to purines, by using 6-mercaptopurine as coupling partner. This methodology allows direct access to adenine derivatives in moderate to good yields starting from readily available precursors.Then, we demonstrated that Ugi adducts derived from aromatic aldehydes may be converted to pyrrolines via addition of Michael acceptors under microwave irradiation. The reaction may proceed via unusual formation of azomethine ylides followed by a [3+2] cycloaddition using Michael acceptors.Finally, we described that the Passerini adducts of cinnamaldehyde and analogues may be efficiently converted into α-ketoamides when heated with a base under microwave conditions
Ben, Abdessalem Abdelbari. "Réactions multicomposant à base des isonitriles." Electronic Thesis or Diss., Université Paris-Saclay (ComUE), 2016. http://www.theses.fr/2016SACLY024.
Full textThe isocyanide based multicomponent reactions (I-MCRs) with subsequent post-condensation transformations constitute extremely powerful synthetic tools for the preparation of structurally diverse complex molecules with novel properties.In this context, we first investigated the extension of Ugi-Smiles coupling to purines, by using 6-mercaptopurine as coupling partner. This methodology allows direct access to adenine derivatives in moderate to good yields starting from readily available precursors.Then, we demonstrated that Ugi adducts derived from aromatic aldehydes may be converted to pyrrolines via addition of Michael acceptors under microwave irradiation. The reaction may proceed via unusual formation of azomethine ylides followed by a [3+2] cycloaddition using Michael acceptors.Finally, we described that the Passerini adducts of cinnamaldehyde and analogues may be efficiently converted into α-ketoamides when heated with a base under microwave conditions
Oelmann, Stefan [Verfasser], and M. A. R. [Akademischer Betreuer] Meier. "Unimolecular Micelles and their Application Possibilities via the Passerini Three-Component Reaction / Stefan Oelmann ; Betreuer: M. A. R. Meier." Karlsruhe : KIT-Bibliothek, 2018. http://d-nb.info/1164081004/34.
Full textElmamouni, Elhachemia. "Nouvelles applications de la réaction de Passerini dans des réactions de type Friedel-Crafts et Tsuji-Trost." Thesis, Université Paris-Saclay (ComUE), 2017. http://www.theses.fr/2017SACLX011/document.
Full textThe development of rapid and efficient syntheses of complex molecules from simple starting substrates using a minimum of steps is a real challenge of contemporary organic chemistry. In this context, multicomponent reactions, thanks to their ability to create several one-step bonds, offer a high efficiency in synthesizing structures of great molecular complexity. Moreover, organometallic catalysis has developed considerably in recent years, becoming a tool of choice for the formation of carbon-carbon bonds. The Tsuji-Trost reaction is specially well known in this field.In this thesis, the discovery of the original post-condensations from the adducts obtained by multicomponent reactions involving isonitrile is the major axis of our research. These reactions allow efficient access to a wide range of heterocyclic compounds.First, we have developed a new efficient pathway for the synthesis of indolylacetamides via the Passerini/Friedel-Crafts cascade from the Passerini adducts and indole in the presence of a Lewis acid. A one-pot version of this cascade has been also developed.Furthermore, we have exploited the reactivity of N-monosubstituted hydrazones as 1,3-bis-nucleophile in order to prepare various 2-pyrazoline derivatives via a pallado-catalyzed Tsuji-Trost/Cyclisation cascade from the Passerini adducts or Phosphonates. In order to prepare enantioselectively enriched 2-pyrazolines, the enantioselective version of this cascade was also realized from the Passerini adduct.Finally, the development of a new Tsuji-Trost/Cyclization cascade from the Passerini adducts and the allyl methyl carbonate provide straight fast and efficient access to oxazolidine-2,4-diones heterocyclic units by exploiting the carbon dioxide generated in situ
Bos, Maxence. "Synthèse de [gamma]-lactones polyfonctionnelles chirales par catalyse énantiosélective." Thesis, Reims, 2015. http://www.theses.fr/2015REIMS017.
Full textThe development of new synthetic pathway leading to enantiopure compounds with significant structural diversity is an ongoing challenge in many fields of chemistry. The efficiency of these processes has to be evaluated, not only in term of quantitative criteria, such as yields and/or optical purities of obtained compounds, but also by analyzing the environmental impact of the different processes involved. In this work, we sought to develop new methodologies for the synthesis of polyfunctional chiral γ-lactones. The 5-hydroxyfuran-2(5H)-one, a bio-based molecule, was used as a platform to the construction of the γ-lactone ring. In the first part of our work, a variety of chiral γ-lactone displaying a great structural diversity were obtained by a one-pot sequential reaction. First, a step of enantioselective organocatalysis allowed the activation for the transfer of boronic acids on the hydroxyfuran-2(5H)-one; then the chiral adduct formed was engaged in a Passerini reaction leading to the construction of the lactone ring. In a second part, our efforts focused then on the development of catalytic asymmetric alkylation reactions leading to the construction of γ-lactones bearing an all-carbon quaternary stereocenter. Asymmetric allylic reactions were carried out with a very good control of the selectivity of the reaction by the use of palladium and iridium complexes catalysts. Theses lactones bearing an [1,5]-diene scaffold were then engaged in a sigmatropic [3,3] reaction opening a path for a new approach to the functionalization of aromatic heterocycles. Finally, the use of organic enantioselective catalysis was envisioned for the creation of all-quaternary stereocenters
Martinand-Lurin, Élodie. "Hétérocycles et réactions pallado-catalysées : développements méthodologiques, études mécanistiques et application en synthèse totale." Thesis, Paris 11, 2015. http://www.theses.fr/2015PA112018/document.
Full textThe development of new and more efficient synthetic methodologies, selective and eco-friendly seems to be an ongoing challenge as the interest in the heterocyclic compounds is important. All the studies performed during the last three years are divided in several axes in this field.First, the reactivity of N-(sulfonyl) and N-(sulfamoyl) aziridines as precursors of 1,3-zwitterionic species was explorated in order to obtain various 1-azaspiro[5.n]alkanes. The mechanism of the reaction has been studied by DFT calculations. The initial formation of the zwitterionic 1,3-dipole has been found to be the rate-determining step whereas the five-membered ring closure appeared to be the driving force.We tried to apply our expertise in the field of catalytic nitrene transfers (aziridination and C-H amination) to the total synthesis of pactamycin, highly functionalized aminocyclopentitol compound.Furthermore, the developments of a Passerini-Smiles/reduction/cyclization cascade and of a one-pot Passerini-Double-Smiles/SNAr sequence provide straightforward and efficient accesses to 1,4-benzoxazin-3-ones. These paths are complementary as they lead to regioisomers.Meanwhile, a new methodology based on Pd-catalyzed thiocyclopropanes ring opening gave thiochromenes. Due to their high synthetic potential, these compounds appear to be very promising scaffolds in heterocyclic chemistry.Finally, electrochemical and NMR studies coupled with DFT calculations have been done in order to elucidate the mechanism involved in the Pd-catalyzed couplings between an aryl halide, an isocyanide and a nucleophile
Benchekroun, Mohamed. "Synthèse multicomposants et évaluation pharmacologique de nouveaux adduits de Ugi et de Passerini pour le traitement de la maladie d'Alzheimer." Thesis, Besançon, 2014. http://www.theses.fr/2014BESA3007/document.
Full textAlzheimer's disease (AD) is thé most common type of dementia affecting elderly people. This neuropathology is characterized by a highiy complex and intricated etiology including cholinergic déficit, amyloid deposits, neurofibrillary tangles and oxidative stress.During this thesis, we sought to apply Ugi and Passerini multicomponent reactions for thé synthesis of new multi-target adducts based on différent antioxidant and anticholinergic scaffolds.Thèse réactions provides access to a broad range of chemical diversity in a one-pot fashion, which makes them suitable for thé expeditious synthesis of molécules having several pharmacophores of interest and hitting différent targets related to thé multifaceted etiology of Alzheimer's disease.A total of 56 final compounds, spread over 5 séries, hâve been synthesized:alpha-acylaminocarboxamides prototypes (A séries)tacrine-ferulic acid hybrids (B séries)tacrine-melatonin-antioxydant acids heterotrimers (C séries)donepezil-ferulic acid hybrids (D séries)Chromone derivatives (E séries)Ail thé séries were tested for their ability to inhibit thé cholinesterases enzymes and for their antioxidant power. Hepatotoxicity of thé B and C séries, bearing a tacrine fragment, was evaluated on HepG2 cells. Moreover, thé study of thé B séries was supplemented by further pharmacological, physicochemical and toxicological tests (NMR conformational study, neuroprotection on SH-SY5Y cells. self-induced Abetai.42 peptide aggregation inhibition, docking ADMET).Such work demonstrated and validated thé use of Ugi and Passerini reactions for thé development of new multi-target directed molécules for thé potential treatment of AD
陳彥男. "Synthesis of SARS-CoV Main Protease Inhibitors by Using Passerini Reaction as Key Step." Thesis, 2006. http://ndltd.ncl.edu.tw/handle/21997418423825933802.
Full text國立彰化師範大學
化學系
94
The Severe Acute Respiratory Syndrome is abbreviated as SARS, precededded in the colony caused of form virus by SARS and infected with the case in A.D. 2003, death rate is up to ten percent. SARS-CoV Mpro has been shown to be essential for replication and is thus a target for drug discovery. In this thesis the Passerini reaction was used to synthesize the core structures of anti SARS-CoV Mpro inhibitors . After activity screening, the compounds 48、49 and 50 showed potent inhibitions against SARS-CoV Mpro with IC50 1.5 μΜ、0.1 μΜ and 10 μΜ, respectively. Although these compounds are not the inhibitors we expected,the approach by using Passerini reaction as key step is a good way to form tripeptide libraries.
Liu, Pin-Yi, and 劉品毅. "Synthesis of Boron-containing peptide Analogs(I);Synthesis of Multiple Boron-containing Analogs via Passerini Reaction(II)." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/20373650734082653961.
Full text淡江大學
化學學系碩士班
103
Synthesis of Boron-containing peptide Analogs(I): In this research, we have designd and synthesized two series of boron-containing analogues. These compounds could be easily synthesized and purified via simple synthetic operations.More analogs are being synthesized and the result will be reported in due course. Synthesis of Multiple Boron-containing Analogs via Passerini Reaction(II): In this report, a Passerini three-component reaction with a boron- containing starting material in water under microwave irradiation was developed.We developed these compounds suitable for BNCT drugs.
Chen, Hsien-Chi, and 陳賢祺. "Synthesis of Peptidyl Isocyano Boronate Ester using Boron-containing Aldehydes (I)Synthesis of Peptidyl Boron-containing Tetrazole Analogs (II)Synthesis of Boron-containing Analogs using Sequential Ugi 4CR/Passerini-3CR Reactions (III)." Thesis, 2016. http://ndltd.ncl.edu.tw/handle/34180779097997779514.
Full text淡江大學
化學學系碩士班
104
1. Synthesis of Peptidyl Isocyano Boronate Ester using Boron-containing Aldehydes : Isocyanide (or isonitrile) is a unique class of functional groups that appears in many biological active natural products. Many of these isocyanide-based natural products can be used as antitumor agents or antibiotics. Thus, incorporation of this functional group could potentially generate a biological interesting compound. In the first part of my research, I have successfully synthesized 2 boron-containing formamides by microwave assisted Ugi-3CR in good yields (92%-97%). At the same time, I have successfully converted these 2 boron-containing formamides to the corresponding boron-containing isocyanides. 2. Synthesis of Peptidyl Boron-containing Tetrazole Analogs : Tetrazole derivatives are often recognized for their impressive biological activities. The tetrazole ring is considered as a bioisostere of carboxylic acid, which possess a much-improved metabolic stability. In the second part of my research, I have successfully synthesized 2 boron-containing tetrazoles by microwave. 3. Synthesis of Boron-containing Analogs using Sequential Ugi 4CR/Passerini-3CR Reactions : Depsipeptide is a class of functional groups that frequently appears in variety of natural products. It composes of one ester group with at least one peptide bond(s). Therefore, inclusion of this functional group to the boron-containing compounds might generate interesting biologically active compounds. In the third part of my research, I have utilized Ugi-3CR to synthesize boron-containing formamides via microwave irradiation. These formamides were subjected to dehydration process where the corresponding isocyanides were obtained. The desired boron-containing isocyanides were then utilized as one of the building blocks in the Passerini-3CR to generate boron-containing depsipeptide analogs.
Book chapters on the topic "Passerini Reaction"
Li, Jie Jack. "Passerini reaction." In Name Reactions, 298. Berlin, Heidelberg: Springer Berlin Heidelberg, 2003. http://dx.doi.org/10.1007/978-3-662-05336-2_222.
Full textLi, Jie Jack. "Passerini reaction." In Name Reactions, 458–59. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-03979-4_204.
Full textLi, Jie Jack. "Passerini reaction." In Name Reactions, 269. Berlin, Heidelberg: Springer Berlin Heidelberg, 2002. http://dx.doi.org/10.1007/978-3-662-04835-1_211.
Full textLi, Jie Jack. "Passerini reaction." In Name Reactions, 415–16. Berlin, Heidelberg: Springer Berlin Heidelberg, 2009. http://dx.doi.org/10.1007/978-3-642-01053-8_191.
Full textLi, Jie Jack. "Passerini Reaction." In Name Reactions, 424–26. Cham: Springer International Publishing, 2021. http://dx.doi.org/10.1007/978-3-030-50865-4_115.
Full textWang, Qian, Jieping Zhu, and Mei-Xiang Wang. "Enantioselective Passerini Reaction." In Asymmetric Synthesis II, 95–101. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2013. http://dx.doi.org/10.1002/9783527652235.ch13.
Full textZhang, Jian, Xin-Xing Deng, Fu-Sheng Du, and Zi-Chen Li. "Sequence-Regulated Polymers via Combination of Orthogonal Passerini Three-Component Reaction and Thiol-ene Reaction." In ACS Symposium Series, 223–34. Washington, DC: American Chemical Society, 2014. http://dx.doi.org/10.1021/bk-2014-1170.ch015.
Full textPirali, Tracey, Ubaldina Galli, Marta Serafini, Alessia Griglio, Armando A. Genazzani, and Gian Cesare Tron. "Drug Discovery for Soft Drugs on TRPV1 and TRPM8 Channels Using the Passerini Reaction." In Methods in Molecular Biology, 207–21. New York, NY: Springer New York, 2019. http://dx.doi.org/10.1007/978-1-4939-9446-5_13.
Full textMarqués-López, Eugenia, and Raquel P. Herrera. "Passerini Multicomponent Reactions." In Multicomponent Reactions, 283–305. Hoboken, NJ: John Wiley & Sons, Inc, 2015. http://dx.doi.org/10.1002/9781118863992.ch8.
Full textKaïm, Laurent El, and Laurence Grimaud. "Ugi-Smiles and Passerini-Smiles Couplings." In Multicomponent Reactions in Organic Synthesis, 73–108. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2014. http://dx.doi.org/10.1002/9783527678174.ch04.
Full textConference papers on the topic "Passerini Reaction"
Rosalba, Thaíssa Pasquali F., Angélica de Fátima S. Barreto, and Carlos Kleber Z. Andrade. "Unexpected cleavage of an ester group by hydrogenolysis reactions of Passerini subtrates." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0351-1.
Full textJakas, Andreja, Aleksandar Višnjevac, and Ivanka Jeric. "Peptides going sweet: Synthesis of glycopeptide hybrid structures using Passerini and Ugi reactions." In 35th European Peptide Symposium. Prompt Scientific Publishing, 2018. http://dx.doi.org/10.17952/35eps.2018.102.
Full textBarreto, Angélica de Fátima S., Otilie E. Vercillo, Ludger A. Wessjohann, and Carlos Kleber Z. Andrade. "Synthesis of Cyclic Pentadepsipeptoids Analogues of Sansalvamide A by Combination of Ugi and Passerini Reactions." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0298-2.
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