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Relevant bibliographies by topics / Cycloaddition reactions of nitrones

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Academic literature on the topic 'Cycloaddition reactions of nitrones'

Author: Grafiati

Published: 4 June 2021

Last updated: 13 February 2022

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Journal articles on the topic "Cycloaddition reactions of nitrones"

1

Strmiskova, Miroslava, Didier A. Bilodeau, Mariya Chigrinova, and John Paul Pezacki. "Phenanthridine-based nitrones as substrates for strain-promoted alkyne-nitrone cycloadditions." Canadian Journal of Chemistry 97, no. 1 (2019): 1–6. http://dx.doi.org/10.1139/cjc-2018-0253.

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Over the past decade, bioorthogonal chemistry that facilitates the efficient conjugation of biomolecules has expanded from the copper-catalyzed alkyne-azide cycloadditions to a multitude of diverse reactions, varying additives and reactional partners, and most often offering better alternatives with faster rates and lower toxicity of employed reactants. Among these, the copper-free strain-promoted cycloaddition reactions have been demonstrated to be more promising, offering a reaction without toxic metal catalysts and with faster inherent kinetic rate constants. The strain-promoted alkyne-nitr

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2

MacKenzie, Douglas A., and John Paul Pezacki. "Kinetics studies of rapid strain-promoted [3+2] cycloadditions of nitrones with bicyclo[6.1.0]nonyne." Canadian Journal of Chemistry 92, no. 4 (2014): 337–40. http://dx.doi.org/10.1139/cjc-2013-0577.

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Strain-promoted alkyne−nitrone cycloaddition (SPANC) reactions represent a bioorthogonal labeling strategy that is both very rapid and at the same time efficient and selective. Nitrones provide increased reaction rates as well as greater susceptibility toward stereoelectronic modification when compared with organic azides. We find that strain-promoted cycloadditions of cyclic nitrones with bicyclo[6.1.0]nonyne react with second-order rate constants as large as 1.49 L mol−1 s−1 at 25 °C. These reactions display rate constants that are up to 37-fold greater than those of the analogous reactions

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3

Charmier, Marie-Odile Januário, Najat Moussalli, Josette Chanet-Ray, and Sithan Chou. "1,3-Dipolar Cycloaddition Reactions of Nitrones with Unsaturated Methylsulfones and Substituted Crotonic Esters." Journal of Chemical Research 23, no. 9 (1999): 566–67. http://dx.doi.org/10.1177/174751989902300924.

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The cycloaddition reaction of nitrones to unsaturated methylsulfones and substituted crotonic esters gives a sole product or a mixture of tri- or tetra-substituted isoxazolidines, such that with disubstituted dipolarophiles the regiochemistry is dependent upon the nitrone and the vicinal electron-withdrawing group (CN or CO2Me) but with trisubstituted olefins, regiospecific cycloadditions are observed.

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4

Funk, Raymond L., Gary L. Bolton, Joy Umstead Daggett, Marvin M. Hansen, and Linus H. M. Horcher. "Intramolecular cycloaddition reactions of exocyclic nitrones." Tetrahedron 41, no. 17 (1985): 3479–95. http://dx.doi.org/10.1016/s0040-4020(01)96702-x.

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5

Luo, Yan, Chun-Hua Chen, Jin-Qi Zhang, Cui Liang, and Dong-Liang Mo. "Synthesis of Spirofluorenyl-1,2,4-oxadiazinan-5-ones through Metal-Free [3+3] Cycloaddition of N-Vinyl Fluorenone Nitrones with Aza-oxyallyl Cations." Synthesis 52, no. 03 (2019): 424–32. http://dx.doi.org/10.1055/s-0039-1691490.

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Spirofluorenyl-1,2,4-oxadiazinan-5-ones are prepared in good to excellent yields through metal-free [3+3] cycloaddition of N-vinyl fluorenone nitrones and aza-oxyallyl cations under mild reaction conditions. Detailed studies reveal that N-vinyl fluorenone nitrones show greater reactivity in [3+3] cycloadditions with aza-oxyallyl cations compared to N-alkyl/aryl fluorenone nitrones. The spirofluorenyl-1,2,4-oxadiazinan-5-ones are easily prepared on gram scale. The present method features mild reaction conditions, broad substrate scope, good functional group tolerance and efficient [3+3] cycload

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6

Coutouli-Argyropoulou, Evdoxia, Ioannis Sabbas, and Stefan Konarski. "Formation and cycloaddition reactions of ferrocenyl nitrones." Journal of Heterocyclic Chemistry 37, no. 5 (2000): 1055–60. http://dx.doi.org/10.1002/jhet.5570370505.

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7

Black, DS, PA Keller, and N. Kumar. "Nitrones and Oxaziridines. XLVI. Formation of Pyrrolo[3,2,1-ij]Quinolines by Intramolecular Nitrone Cycloaddition." Australian Journal of Chemistry 46, no. 6 (1993): 843. http://dx.doi.org/10.1071/ch9930843.

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Intramolecular 1,3-dipolar cycloaddition occurs between nitrones derived from indole-7-carbaldehydes and adjacent allylic substituents on the indole nitrogen atoms. The resulting pyrroloquinoline derivatives (4a-i) have been characterized fully. A range of other potential precursors to cycloaddition reactions have been synthesized, but cyclization sequences have not been completed.

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8

Bilodeau, Didier A., Kaitlyn D. Margison, Mariam Serhan, and John Paul Pezacki. "Bioorthogonal Reactions Utilizing Nitrones as Versatile Dipoles in Cycloaddition Reactions." Chemical Reviews 121, no. 12 (2021): 6699–717. http://dx.doi.org/10.1021/acs.chemrev.0c00832.

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9

Vessi俊e, Roger, Josette Chanet-Ray, and Abdellah Z屍oual. "Cycloaddition Reactions of Ehtenesulfonic Acid Derivatives with Nitrones." HETEROCYCLES 26, no. 1 (1987): 101. http://dx.doi.org/10.3987/r-1987-01-0101.

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10

Baruah, Bipul, Dipak Prajapati, Anima Baruah, and Jagir S. Sandhu. "Microwave Induced 1,3-Depolar Cycloaddition Reactions of Nitrones." Synthetic Communications 27, no. 15 (1997): 2563–67. http://dx.doi.org/10.1080/00397919708004124.

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Dissertations / Theses on the topic "Cycloaddition reactions of nitrones"

1

Martin, Jason Neil. "Chiral imidazoline nitrones for cycloaddition reactions." Thesis, Open University, 2000. http://oro.open.ac.uk/58065/.

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Previous work in this group has demonstrated that azomethine ylide 1,3-dipoles based on the 2-imidazoline chiral template show high regio- and enantioselectivity in their 1,3-dipolar cycloaddition reactions with a range of dipolarophiles. We proposed to synthesise nitrone 1,3-dipoles based on this 2-imidazoline template in order to investigate their utility in 1,3-dipolar cycloaddition chemistry. We have developed the synthesis of chiral 4-phenyl-2-imidazoline nitrones 126a-c via a key hydroxylamino amine dihydrochloride intermediate 140a, available in four steps (61% overall yield) from comme

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2

Fox, Martin Edward. "Intramolecular cycloaddition reactions of nitrones and hydroxylamines." Thesis, University of Cambridge, 1992. https://www.repository.cam.ac.uk/handle/1810/272243.

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3

Katkova, Olga. "Photochemical isomerization and stereoselective thermal cycloaddition reactions of conjugated nitrones." Connect to this title online, 2005. http://rave.ohiolink.edu/etdc/view?acc%5Fnum=bgsu1123003688.

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4

Karlsson, Staffan. "Asymmetric 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides, Thiocarbonyl Ylides, and Nitrones." Doctoral thesis, KTH, Chemistry, 2003. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-3524.

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<p>This thesis describes the development of methods for thepreparation of chiral non-racemic substituted pyrrolidines,tetrahydrothiophenes, and isoxazolidines. This has beenaccomplished by using asymmetric intermolecular 1,3-dipolarcycloaddition reactions of azomethine ylides, thiocarbonylylides and nitrones, respectively, with variousdipolarophiles.</p><p>The asymmetry in these reactions was introduced using twodifferent approaches: a diastereoselective approach (i.e. usingdipolarophiles linked to chiral auxiliaries and/or usingenantiomerically pure ylides) and an enantioselective approach(i.

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5

Katkova, Olga A. "Photochemical Isomerization and Stereoselective Thermal Reactions of Conjugated Nitrones." Bowling Green State University / OhioLINK, 2005. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1123003688.

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6

Henderson, A. J. "Studies towards solid-phase nitrone cycloaddition reactions." Thesis, University of Cambridge, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.603957.

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The work outlined in this thesis is directed towards the use of resin-bound nitrones in 1,3-dipolar cycloaddition reactions towards the synthesis of heterocyclic compounds. Chapter one provides a brief introduction of a solid-phase synthesis, highlighting some key elements within the technique. A detailed review of solid-phase 1,3-dipolar cycloaddition reactions follows this. Chapter two describes the solution-phase model studies carried out towards an intramolecular 1,3-dipolar cycloaddition on a solid support. Interesting developments such as the effect of the nitrone substituent R on the cy

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7

Mendes, Breno Leite de Mattos e. "Redução, oxidação e cicloadição de compostos nitrogenados buscando a síntese de intermediários de fármacos." Universidade de São Paulo, 2011. http://www.teses.usp.br/teses/disponiveis/97/97136/tde-27082013-102200/.

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Com o crescente clamor da sociedade por tecnologias mais benignas ao ambiente, as reações de síntese orgânica devem se guiar por práticas mais sustentáveis. Nesse campo, o conceito da Green Chemistry e seus doze princípios são um norte para o desenvolvimento de novas rotas. Neste estudo, tem-se buscado a redução ou eliminação do uso de solventes e a adaptação dos sistemas de reação para operação em temperatura ambiente. O objetivo principal consiste da preparação de compostos nitrogenados com potencial aplicação como intermediários de fármacos, através de processos de redução, oxidação e ciclo

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8

McKay, Craig. "Alkyne-Nitrone Cycloadditions for Functionalizing Cell Surface Proteins." Thèse, Université d'Ottawa / University of Ottawa, 2012. http://hdl.handle.net/10393/23585.

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Over the past decade, bioorthogonal chemistry has emerged as powerful tools used for tracking biomolecules within living systems. Despite the vast number of organic transformations in the literature, only select few reactions meet the stringent requirements of bioorthogonality. There is increasing demands to develop biocompatible reactions that display high specificity and exquisitely fast kinetics under physiological conditions. With the goal of increasing reaction rates as a means for reducing the concentrations of labelling reagents used for bioconjugation, we have developed metal-catalyzed

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9

Firdous, Samia. "Synthesis and Reactions of α-Azido Alcohols". Doctoral thesis, Universitätsbibliothek Chemnitz, 2012. http://nbn-resolving.de/urn:nbn:de:bsz:ch1-qucosa-86012.

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Die vorliegende Arbeit beschäftigt sich mit der Untersuchung von a-Azidoalkoholen, welche über die Reaktion von aliphatischen sowie aromatischen Aldehyden mit HN3 leicht zugänglich sind und die im Gleichgewicht mit den jeweiligen Ausgangsstoffen vorliegen. Bei Raumtemperatur stellt sich dieses Gleichgewicht sehr schnell ein und man erhält spezifische Konzentrationen an Eduktaldehyd, Stickstoffwasserstoffsäure und a-Azidoalkohol. Die Reaktion von Aldehyden mit HN3 generiert dabei ein neues Chriralitätszentrum, wodurch die Umsetzung chiraler Aldehyde, wie z. B. von Zuckerderivaten, zwei anomere

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10

Kalu, Chimdi Eke. "Synthesis and Evaluation of 1,2,4-oxadiazolidinones: The Search for A Potential Non-β-lactam β-lactamase Inhibitors". Digital Commons @ East Tennessee State University, 2019. https://dc.etsu.edu/etd/3578.

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β-lactam antibiotics have been the most widely used drug of choice to combat infectious disease caused by bacteria. Unfortunately, their effectiveness is drastically threatened by bacterial β-lactamases. β-lactamases is responsible for the resistance to most antibiotic drugs. For decades, β-lactam β-lactamases inhibitors have been used to reduce bacterial resistance; however, in this study 1,2,4-oxadiazolidinone derivatives as a non-β-lactam β-lactamases inhibitor against TEM-1 and P99 β-lactamases. The significance of oxadiazolidinone is the prominent five-membered ring scaffold in its struct

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Books on the topic "Cycloaddition reactions of nitrones"

1

Margetic, Davor. Microwave assisted cycloaddition reactions. Nova Science Publishers, 2012.

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2

name, No. Cycloaddition reactions in organic synthesis. Wiley-VCH, 2002.

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3

Cycloaddition reactions in organic synthesis. Pergamon Press, 1990.

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Carruthers, W. Cycloaddition reactions in organic synthesis. Pergamon, 1990.

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Giuliano, Robert M., ed. Cycloaddition Reactions in Carbohydrate Chemistry. American Chemical Society, 1992. http://dx.doi.org/10.1021/bk-1992-0494.

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6

Ma, Jihai. Mono(trimethylsilyl) bisketenes: Cycloaddition and electrophilic addition reactions. National Library of Canada = Bibliothèque nationale du Canada, 1997.

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7

Nishiwaki, Nagatoshi, ed. Methods and Applications of Cycloaddition Reactions in Organic Syntheses. John Wiley & Sons, Inc., 2014. http://dx.doi.org/10.1002/9781118778173.

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8

Montana, John Gary. The synthesis of novel prostaglandin analogues via cycloaddition reactions. University of East Anglia, 1989.

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9

Rigby, Samantha Jayne. Towards the recognition-mediated control and acceleration of cycloaddition reactions. University of Birmingham, 2000.

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10

Joseph Johannes Gerardus Steven van Es. 1, 3-cycloaddition reactions of diphenylphosphinoyl-activated azomethine ylides and 2-azaallyl anions: Synthetic applications and mechanistic aspects. Pasmans Offsetdrukkerij BV, 1992.

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Book chapters on the topic "Cycloaddition reactions of nitrones"

1

Tamura, Osamu. "Geometry-Controlled Cycloaddition ofC-Alkoxycarbonyl Nitrones: Synthetic Studies on Nonproteinogenic Amino Acids." In Methods and Applications of Cycloaddition Reactions in Organic Syntheses. John Wiley & Sons, Inc., 2014. http://dx.doi.org/10.1002/9781118778173.ch06.

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2

Zhao, Da. "Reaction of o-Carboryne with Nitrones: A Formal [5 + 2] Cycloaddition." In Functionalization of Carborane via Carboryne Intermediates. Springer Singapore, 2016. http://dx.doi.org/10.1007/978-981-10-1569-4_4.

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3

Pellegrini-Moïse, Nadia, and Mylène Richard. "Cycloaddition Reactions of Sugar-Based Olefins, Nitrones and Nitrile Oxides: En Route to Saccharidic Spiroisoxazoli(di)nes." In Topics in Heterocyclic Chemistry. Springer International Publishing, 2019. http://dx.doi.org/10.1007/7081_2019_28.

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4

Jones, Raymond C. F. "Nitrones." In Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products. John Wiley & Sons, Inc., 2003. http://dx.doi.org/10.1002/0471221902.ch1.

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Szpilman, Alex M., and Erick M. Carreira. "Cycloaddition Reactions." In Silver in Organic Chemistry. John Wiley & Sons, Inc., 2010. http://dx.doi.org/10.1002/9780470597521.ch2.

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6

Dinda, Biswanath. "Cycloaddition Reactions." In Lecture Notes in Chemistry. Springer International Publishing, 2016. http://dx.doi.org/10.1007/978-3-319-45934-9_3.

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7

Desimoni, Giovanni, and Giuseppe Faita. "Cycloaddition Reactions." In Quaternary Stereocenters. Wiley-VCH Verlag GmbH & Co. KGaA, 2006. http://dx.doi.org/10.1002/3527606858.ch6.

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8

Li, Jie Jack. "Staudinger ketene cycloaddition." In Name Reactions. Springer Berlin Heidelberg, 2009. http://dx.doi.org/10.1007/978-3-642-01053-8_242.

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Li, Jie Jack. "Staudinger ketene cycloaddition." In Name Reactions. Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-03979-4_259.

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10

Dennis, N. "Addition Reactions: Cycloaddition." In Organic Reaction Mechanisms · 2014. John Wiley & Sons, Ltd, 2018. http://dx.doi.org/10.1002/9781118941829.ch11.

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Conference papers on the topic "Cycloaddition reactions of nitrones"

1

Bastrakov, Maxim, Alexey Starosotnikov, Alexey Fedorenko, and Vladislav Nikol’skyа. "REACTIONS OF NITROPYRIDINES WITH NUCLEOPHILES: SUBSTITUTION, ADDITION, CYCLOADDITION." In Chemistry of nitro compounds and related nitrogen-oxygen systems. LLC MAKS Press, 2019. http://dx.doi.org/10.29003/m744.aks-2019/168-170.

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Komarova, Ol’ga, Ruslan Baichurin, and Nataliya Aboskalova. "GEMINALLY ACTIVATED 4-PHENYL-1-NITRO-1,3-BUTADIENES IN CYCLOADDITION REACTIONS." In Chemistry of nitro compounds and related nitrogen-oxygen systems. LLC MAKS Press, 2019. http://dx.doi.org/10.29003/m791.aks-2019/352-355.

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Ramasami, Ponnadurai, Lydia Rhyman, John Joule, and Luis Domingo. "Theoretical Studies on Cycloaddition Reactions." In The 17th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2013. http://dx.doi.org/10.3390/ecsoc-17-e022.

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Mancini, Pedro, Claudia Della Rosa, and Maria Kneeteman. "Behaviour of 2-nitroheterocycles in Cycloaddition Reactions." In The 9th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2005. http://dx.doi.org/10.3390/ecsoc-9-01477.

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Cossío, Fernando, Aitor Lacambra, Ivan Rivilla, and Stéphane Quideau. "New Methods For Stereocontrolled Cycloaddition/Dearomatization Reactions Under Catalytic Conditions." In MOL2NET 2016, International Conference on Multidisciplinary Sciences, 2nd edition. MDPI, 2016. http://dx.doi.org/10.3390/mol2net-02-h006.

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Sakaba, Ai, Katsuhiko Suzuki, and Masanori Yamaura. "REACTIONS OF CYCLIC NITRONES AND NUCLEOPHILES: A STRATEGY FOR THE SYNTHESIS OF PYRROLIDINES GLYCOSIDASE INHIBITORS." In XXIst International Carbohydrate Symposium 2002. TheScientificWorld Ltd, 2002. http://dx.doi.org/10.1100/tsw.2002.633.

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Mancini, Pedro, Claudia Della Rosa, and Maria Kneeteman. "Comparison of the Reactivity Between Nitrothiophenes and Nitroselenophenes in Polar Cycloaddition Reactions." In The 12th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2008. http://dx.doi.org/10.3390/ecsoc-12-01250.

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Momo, Patrícia B., Ricardo B. Ayres, Timothy J. Brocksom, and Kleber T. de Oliveira. "1,3-Dipolar Cycloaddition Reactions of meso-Tetra(2’- thienyl)porphyrins with a Nitrile Oxide." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_201391291318.

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Najera, Carmen, Tomas Abellan, Jesus Casas, Ana Costa, and José Sansano. "1,3-Dipolar Cycloaddition Reactions with Azomethine Ylides Catalysed by Ag(I). Synthesis of Substituted Prolines." In The 4th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2000. http://dx.doi.org/10.3390/ecsoc-4-01810.

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Kneeteman, Maria, Pedro Mancini, and Carla Ormachea. "A THEORETICAL ANALISYS OF THE REACTIVITY OF ACYL AZAHETEROCYCLES AS DIENOPHILES IN CYCLOADDITION REACTIONS ." In The 21st International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2017. http://dx.doi.org/10.3390/ecsoc-21-04732.

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