Academic literature on the topic 'Acylation reaction'

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Journal articles on the topic "Acylation reaction"

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Đud, Mateja, Anamarija Briš, Iva Jušinski, Davor Gracin, and Davor Margetić. "Mechanochemical Friedel–Crafts acylations." Beilstein Journal of Organic Chemistry 15 (June 17, 2019): 1313–20. http://dx.doi.org/10.3762/bjoc.15.130.

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Friedel–Crafts (FC) acylation reactions were exploited in the preparation of ketone-functionalized aromatics. Environmentally more friendly, solvent-free mechanochemical reaction conditions of this industrially important reaction were developed. Reaction parameters such as FC catalyst, time, ratio of reagents and milling support were studied to establish the optimal reaction conditions. The scope of the reaction was explored by employment of different aromatic hydrocarbons in conjunction with anhydrides and acylation reagents. It was shown that certain FC-reactive aromatics could be effectively functionalized by FC acylations carried out under ball-milling conditions without the presence of a solvent. The reaction mechanism was studied by in situ Raman and ex situ IR spectroscopy.
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De Risi, Carmela, Olga Bortolini, Graziano Di Carmine, Daniele Ragno, and Alessandro Massi. "Kinetic Resolution, Dynamic Kinetic Resolution and Asymmetric Desymmetrization by N-Heterocyclic Carbene Catalysis." Synthesis 51, no. 09 (March 18, 2019): 1871–91. http://dx.doi.org/10.1055/s-0037-1612305.

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N-Heterocyclic carbenes (NHCs) are now well-established organocatalysts for a large number of asymmetric and non-asymmetric transformations. In the last 15 years, there has been significant interest in using NHCs in kinetic resolution (KR), dynamic kinetic resolution (DKR) and asymmetric desymmetrization reactions for the stereoselective synthesis of enantioenriched compounds, with diverse substrates and activation modes being adopted to this end. This short review brings into focus the progress made on NHC-catalyzed KR, DKR, and asymmetric desymmetrization from 2004 until December 2018. The literature discussed in this article is classified on the basis of the type of reaction involving the NHC catalyst.1 Introduction2 Acylation Strategies2.1 O-Acylation2.2 N-Acylation2.3 C-Acylation3 Aldol-Acylation Processes4 Benzoin Reactions5 Stetter Reactions6 Miscellaneous Approaches7 Conclusion
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Tran, Phuong Hoang, Thanh Duy Anh Nguyen, and Thach Ngoc Le. "Friedel-crafts acylation of aromatic compounds using Triflat bismuth." Science and Technology Development Journal 17, no. 2 (June 30, 2014): 10–14. http://dx.doi.org/10.32508/stdj.v17i2.1310.

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Friedel-Crafts acylation of aromatic compounds with acetic anhydride as acylating reagent was investigated in the presence of Lewis acid. Bismuth trifluoromethanesulfonate was found to be efficient catalyst for Friedel-Crafts acetylation under mild conditions. Bismuth triflate is safe-to-handle, simple and clean work-up, good yield and short reaction time
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Kawamura, Masato, Dong-Mei Cui, and Shigeru Shimada. "Friedel–Crafts acylation reaction using carboxylic acids as acylating agents." Tetrahedron 62, no. 39 (September 2006): 9201–9. http://dx.doi.org/10.1016/j.tet.2006.07.031.

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Kolmakov, Kirill A. "Reactions of aniline in acetic acid solutions containing cyanuric chloride and hydrogen chloride acceptors." Canadian Journal of Chemistry 85, no. 12 (December 1, 2007): 1070–74. http://dx.doi.org/10.1139/v07-129.

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Two reaction pathways in acetic acid solution containing cyanuric chloride, aniline, and some hydrogen chloride acceptors (triethylamine, sodium acetate, pyridine) were studied. Both aryl amination and acylation can be performed with high yields under proper reaction conditions. Contrary to the only known literature report on the reactions between carbonic acids and cyanuric chloride in the presence of a hydrogen chloride acceptor (triethylamine), it was established that acid chlorides are not formed. A scheme involving the replacement of chlorine atoms by acetate ion in the initial stage was proposed for the acylation of aniline promoted by cyanuric chloride.Key words: acetic acid, acylation, aniline, cyanuric chloride, aryl amination.
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Kuo, David L. "Magnesium chloride catalysed acylation reaction." Tetrahedron 48, no. 42 (January 1992): 9233–36. http://dx.doi.org/10.1016/s0040-4020(01)85613-1.

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Jiao, Yinchun, Wenjing Zhao, Shuang Deng, Zilong Tang, Wanqiang Liu, Yichao Wan, and Fuqi Zhong. "A one-pot diastereoselective synthesis of 1,3-diols and 1,3,5-triols via cascade reactions of arylalkynyl Grignard reagents with enol esters." Journal of Chemical Research 44, no. 5-6 (March 4, 2020): 255–66. http://dx.doi.org/10.1177/1747519820908513.

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An efficient cascade reaction has been developed to synthesize a series of 1,3-diols and 1,3,5-triols via reactions of arylalkynyl Grignard reagents with enol esters. The stereoselectivity of reactions and the molecular configurations of the products were confirmed by nuclear magnetic resonance, X-ray diffraction, and high-performance liquid chromatography analysis. A possible reaction mechanism was analyzed with the results indicating that it proceeded through a 1,2-addition/rearrangement and reverse O-acylation to produce the 1,3-diol and via C-acylation to form the 1,3,5-triol.
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Satyanarayana, Gedu, and Basuli Suchand. "Palladium-Catalyzed Direct Acylation: One-Pot Relay Synthesis of Anthraquinones." Synthesis 51, no. 03 (October 10, 2018): 769–79. http://dx.doi.org/10.1055/s-0037-1610296.

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A bis-acylation strategy to access functionalized anthraquinones via one-pot relay process, is presented. The first acylation was feasible under [Pd]-catalyzed intermolecular direct acylation reaction, while, the second acylation was accomplished by using intramolecular Friedel–Crafts acylation. Notably, benchtop aldehydes have been utilized as non-toxic acylation agents in the key [Pd]-catalyzed acylation.
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Shou, Haowen, Zhaoting He, Gang Peng, Weike Su, and Jingbo Yu. "Two approaches for the synthesis of levo-praziquantel." Organic & Biomolecular Chemistry 19, no. 20 (2021): 4507–14. http://dx.doi.org/10.1039/d1ob00453k.

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Two pathways for the preparation of levo-praziquantel are herein reported, which involves mechanochemical (asymmetric) aza-Henry/acylation reaction, hydrogenation reaction, (chiral resolution) and solvent-free acylation-ring closing reaction.
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Pelkey, Erin T., and Gordon W. Gribble. "Novel electrophilic ipso acylation - detosylation reaction of pyrroles." Canadian Journal of Chemistry 84, no. 10 (October 1, 2006): 1338–42. http://dx.doi.org/10.1139/v06-075.

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A pyrrole and two pyrroloindoles that are substituted with a p-toluenesulfonyl group undergo an ipso acylation – detosylation reaction with acid chlorides and aluminum chloride to afford the corresponding acyl-substituted pyrroles and pyrroloindoles.Key words: pyrrole, pyrroloindole, ipso acylation, detosylation, Friedel–Crafts reaction.
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Dissertations / Theses on the topic "Acylation reaction"

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Blanchard, Angela N. "Investigations into the intramolecular geminal acylation reaction." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2000. http://www.collectionscanada.ca/obj/s4/f2/dsk1/tape3/PQDD_0015/MQ55484.pdf.

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Elliott, Christine E. "Exploiting the geminal acylation reaction to produce a ß-turn peptidomimetic." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2000. http://www.collectionscanada.ca/obj/s4/f2/dsk1/tape3/PQDD_0029/MQ62382.pdf.

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Hiault, Florence. "Biocatalyse : aldolisation, acylation et oxydation - Applications synthétiques." Thesis, Paris 6, 2017. http://www.theses.fr/2017PA066515.

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Les travaux présentés dans ce manuscrit s’inscrivent dans le contexte général de l’essor de la biocatalyse et de son utilisation en synthèse organique. Le thème principal porte sur l’étude et le développement de différentes voies d’accès stéréosélectives à des acides alpha-aminés bêta-hydroxylés substitués. L’utilisation d’un biocatalyseur permettant d’accéder à des acides alpha-aminés bêta-hydroxylés par une aldolisation entre la glycine et divers aldéhydes, en présence de phosphate de pyridoxal, a été étudiée. Des aldéhydes aliphatiques, aromatiques et hétéroaromatiques ont pu être impliqués avec succès comme partenaires électrophiles dans ces réactions qui permettent un excellent contrôle de la configuration du carbone asymétrique créé en alpha du groupe carbonyle mais s’effectuent généralement avec des diastéréosélectivités plus modestes. Par ailleurs, un dédoublement cinétique enzymatique d’esters alpha,bêta-dihydroxylés, précurseurs d’acides alpha-aminés bêta-hydroxylés substitués en alpha, a été étudié. La méthode développée repose sur la monoacylation d’esters alpha,bêta-dihydroxylés, acycliques ou cycliques, en présence d’une lipase et d’un donneur d’acyle. De façon indépendante, la mise au point de séquences réactionnelles monotopes faisant intervenir une étape d’oxydation biocatalytique a été étudiée pour accéder à des composés aminés hautement fonctionnalisés
The research work presented in this manuscript pertains to the field of biocatalysis and some applications in organic synthesis. The main subject is the development of stereoselective synthetic methods allowing access to substituted alpha-amino beta-hydroxy acids. The use of a biocatalyst enabling the preparation of optically enriched alpha-amino beta-hydroxy acids in a single step from glycine by an aldol reaction, in the presence of pyridoxal phosphate, was investigated. Aliphatic, aromatic and heteroaromatic aldehydes could be successfully used as electrophilic partners in such reactions that allow an excellent control of the stereocenter created at the alpha position of the carbonyl group whereas moderate levels of diastereoselectivity were generally observed. The enzymatic kinetic resolution of acyclic or cyclic alpha,beta-dihydroxy esters, which are precursors of alpha-substituted alpha-amino beta-hydroxy acids, was also achieved by monoacylation in the presence of a lipase and an acyl donor. Independently, a one-pot sequence involving a biocatalytic oxidation was developed to access highly functionalized nitrogen containing compounds
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Mesas, Sánchez Laura. "Organocatalytic Acylation for the Kinetic Resolution of Secondary Aryl Alcohols : Synthetic Applications and Mechanistic Studies." Doctoral thesis, Uppsala universitet, Syntetisk organisk kemi, 2014. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-233734.

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The research described in this thesis focuses on the catalytic acylative kinetic resolution (KR) of aromatic secondary alcohols, using a planar-chiral 4-(dimethylamino)pyridine (DMAP) organocatalyst. In the first part of this thesis, the substrate scope of the above mentioned process was expanded to aromatic secondary alcohols that contain an extra functional group in the alkyl moiety, such as 1,2-azido alcohols, 2-hydroxy-2-aryl-ethylphosphonates and 2-hydroxy-2-aryl esters. Thus, the preparation of highly functionalized compounds in their enantiomerically pure form with excellent enantiomeric excess (up to 99% ee) was achieved. Furthermore, the synthetic applicability of this methodology was illustrated through the synthesis of two high value compounds, (R)-Pronethalol and (S)-3-hydroxy-N-methyl-3-phenylpropanamide, which is an immediate precursor of bioactive molecules such as (S)-Fluoxetine. The second part of this thesis deals with the mechanistic study of the acylative KR catalyzed by the planar-chiral DMAP derivative. Reaction Progress Kinetic Analysis methodology was used in the investigation of the reaction mechanism, probing that no notable product inhibition or decomposition of the catalyst occurs in the studied system. The reaction rate showed fractional order dependence on the concentration of both reactants. Furthermore, NMR spectroscopy was utilized to study the equilibrium between the different catalyst states, which explains the measured kinetics of the reaction.
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Melanson, Rhea Lise. "Examination of the geminal acylation reaction and its application towards the synthesis of a steroid backbone." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2001. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp04/MQ62399.pdf.

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Balaguer, Amanda Marie. "Routes to Acylated Sydnone Esters." Wright State University / OhioLINK, 2011. http://rave.ohiolink.edu/etdc/view?acc_num=wright1316529382.

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Zeytinci, Serhat. "Synthesis Of Ferrocenyl Substituted Aziridines." Master's thesis, METU, 2006. http://etd.lib.metu.edu.tr/upload/12607285/index.pdf.

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A new method for the efficient synthesis of ferrocenylenones was developed. Acryloyl, methacryloyl, crotonyl, cinnamoyl, and &
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-methylcrotonyl chlorides reacted with ferrocene in the presence of a Lewis acid (EtAlCl2 or EtAlCl2-Me3Al) to give the corrosponding ferrocenylenones (acryloyl, methacryloyl, crotonyl, cinnamoyl, and &
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-methylcrotonylferrocenes) in good isolated yields. Using the Gabriel-Cromwell reaction, acryloyl and crotonoylferrocenes were converted to the novel ferrocenyl substituted aziridines with benzylamine, isopropylamine and furfurylamine. The aziridines were isolated in good to excellent yields.
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Gali, Meghanath. "Synthesis of Small Molecule Inhibitors of Janus Kinase 2, Phosphodiesterase IV, GABAA and NMDA receptors: Investigation of Mcmurry, Mannich and Chemoenzymatic Strategies." Scholar Commons, 2011. http://scholarcommons.usf.edu/etd/3110.

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Stilbenoids possess a wide range of biological properties such as, anticancer, antiplatelet aggregation, antiestrogenic, antibacterial, antifungal and antiatherogenic, etc. Owing to these therapeutic values, a great deal of attention attracted in the synthesis of derivatives of stilbenes. During the course of the study, G6 a novel stilbenoid was discovered, through high throughput screening, to be a potent inhibitor of mutated JAK2-V617F. The mutated JAK2 variant has been implicated in various myeloproliferative disorders (MPDs) including polycythemia vera (PV), essential thrombocythemia (ET) and primary myelofibrosis (PMF) has been targeted by therapeutics. Chapter 2 describes the synthesis of analogs of the stilbenoid G6 and N-substituted stilbenes bisoxazines by utilizing Mcmurry reaction and Mannich condensation methods. The main emphasis of this work is to develop novel stilbenoids as inhibitors of JAK2-V617F mutated Jak2 enzyme in Human erythroleukemia cells (HEL) since this mutation is discovered in the majority of patients with myeloproliferative disorders (MPDs). Using Mcmurry reaction, five novel trans-hydroxystilbenes have been synthesized from carbonyl compounds. Subsequently using Mannich coupling with five secondary amines and five primary amines, 25 novel stilbenoids and 9 novel N-substituted stilbene bisoxazines have been synthesized. In HEL cell assay, 8 stilbenoid analogues have been identified as potent inhibitors of Jak2 enzyme. Chapter 3 describes the modification of ketamine structurally for the synthesis of novel analogues to study for their agonist activity at GABAA receptors and antagonist activity at NMDA receptors. Ligand gated ion channels like GABAA and NMDA receptors are membrane-embedded proteins at synaptic cleft which controls intercommunication among neurons and plays an important role in motor control activity, learning. GABAA receptors are responsible for inhibitory action potentials while NMDA receptors are responsible for excitory action potentials. Ketamine, known as dissociative anesthetic, produces profound analgesia at low doses to a unique cardiovascular stimulation and a cataleptic state at higher doses with dose dependent side effects like vivid dreams, disruptions of cognitive functions. The main emphasis of this work is the synthesis of novel analogues of ketamine by transforming carbonyl group in ketamine to imine functionality with small to bulkier groups and to identify an analogue of ketamine which is highly potent in its activity at the both GABAA and NMDA receptors and improved clinical actions. Studies of analogues activity against GABAA subtypes α6Β2δ, α1Β2γ2 receptors and NMDA subtypes NR1/2A, NR1/2B, NR1/2D receptors have been described. Chapter 4 describes the formal synthesis of (±)-Rolipram and the chemoenzymatic synthesis of -aryl--lactone, a Rolipram analogue. The key steps, Pd catalyzed arylation of diethylmalonate and the efficient use of selective acylation of 1, 3-diol entails the formal synthesis of (±)-Rolipram. The regioselective deacylation of Β-aryl-1, 4-diacetate by lipase Pseudomonas Sepacia entails the formation of Β-aryl-γ-lactone. The efficient use of various methods including halogen exchange, Heck arylation of diethylmaleate and lactonization for the synthesis of Β-aryl-γ-lactone have been discussed. The present work provides an efficient and general route to γ-lactones.
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Wakeham, Russ. "Environmentally benign acylation reactions." Thesis, University of Bath, 2014. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.642048.

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This thesis outlines the work carried out in the last three and half years concerning the development of environmentally benign acylation reactions and determination of the range of these reactions through substrate screening and investigations into the mechanisms by which they are operating.
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CASTANY, MARIE-HELENE. "Les triflates du germanium en synthese organometallique et organique." Toulouse 3, 1998. http://www.theses.fr/1998TOU30267.

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Cette these presente la synthese et la reactivite de triflates du germanium en tant qu'agents de germylation et catalyseur acide de lewis. Le premier chapitre decrit plusieurs voies de synthese de mono- et ditriflates du germanium par action de l'acide triflique sur differents composes organomettaliques. Le deuxieme chapitre est consacre a la germylation de nombreuses fonctions organiques a partir des triflates du germanium ou de chlorogermanes. Pour ces deux voies de synthese, une etude mecanistique est menee afin d'interpreter la regiochimie et la stereochimie de la germylation. Le troisieme chapitre met en evidence l'activite catalytique des triflates germanies en tant qu'acide de lewis dans la reaction d'aldolisation croisee entre les enols o- et c- germanies et un aldehyde, un acetal ou une imine. La diastereoselectivite observee pour ces reactions a pu etre interpretee a partir d'un mecanisme d'approche a interactions steriques et electrostatiques minimales faisant intervenir des etats de transitions ouverts ou cycliques. La reaction de friedel et crafts, sous catalyse par le triflate de trimethylgermanium, fait l'objet du dernier chapitre.
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Books on the topic "Acylation reaction"

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Sartori, Giovanni. Advances in Friedel-Crafts acylation reactions: Catalytic and green processes. Boca Raton: Taylor & Francis, 2010.

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Sartori, Giovanni. Advances in Friedel-Crafts acylation reactions: Catalytic and green processes. Boca Raton: Taylor & Francis, 2010.

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Santelli, Maurice. Lewis acids and selectivity in organic synthesis. Boca Raton: CRC Press, 1996.

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Maggi, Raimondo, and Giovanni Sartori. Advances in Friedel-Crafts Acylation Reactions: Catalytic and Green Processes. Taylor & Francis Group, 2017.

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Maggi, Raimondo, and Giovanni Sartori. Advances in Friedel-Crafts Acylation Reactions: Catalytic and Green Processes. Taylor & Francis Group, 2009.

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Sartori, Giovanni. Advances in Friedel-Crafts Acylation Reactions: Catalytic and Green Processes. CRC, 2009.

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Book chapters on the topic "Acylation reaction"

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Tuladhar, Rubina, Nageswari Yarravarapu, and Lawrence Lum. "Monitoring Wnt Protein Acylation Using an In Vitro Cyclo-Addition Reaction." In Methods in Molecular Biology, 11–16. New York, NY: Springer New York, 2016. http://dx.doi.org/10.1007/978-1-4939-6393-5_2.

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Patil, Abhimanyu O. "A Novel Reactive Functionalization of Polyolefin Elastomers: Direct Functionalization of Poly(isobutylene-co-p-methylstyrene) by a Friedel-Crafts Acylation Reaction." In ACS Symposium Series, 184–98. Washington, DC: American Chemical Society, 1998. http://dx.doi.org/10.1021/bk-1998-0704.ch013.

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Mondal, Manoj, and Utpal Bora. "Acylation Reactions of Organoborons." In Boron Reagents in Synthesis, 445–81. Washington, DC: American Chemical Society, 2016. http://dx.doi.org/10.1021/bk-2016-1236.ch014.

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Sartori, Giovanni, Raimondo Maggi, and Veronica Santacroce. "Catalytic Friedel-Crafts Acylation Reactions." In Arene Chemistry, 59–82. Hoboken, NJ: John Wiley & Sons, Inc, 2015. http://dx.doi.org/10.1002/9781118754887.ch3.

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Oliveira, E., R. Marchetto, G. N. Jubilut, A. C. M. Paiva, and C. R. Nakaie. "Correlation between rate of coupling reaction and swelling of resin beads: Influence of solvents, peptide sequence, chaotropic salt and acylation methods." In Peptides, 569–70. Dordrecht: Springer Netherlands, 1992. http://dx.doi.org/10.1007/978-94-011-2264-1_222.

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Santelli, Maurice, Ariette Tubul, and Christophe Morel-Fourrier. "Acylation of Alkenes and Allylsilanes." In Selectivities in Lewis Acid Promoted Reactions, 127–45. Dordrecht: Springer Netherlands, 1989. http://dx.doi.org/10.1007/978-94-009-2464-2_7.

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Gotor-Fernández, Vicente, and Vicente Gotor. "Enantioselective Acylation of Alcohol and Amine Reactions in Organic Synthesis." In Green Biocatalysis, 231–66. Hoboken, NJ: John Wiley & Sons, Inc, 2016. http://dx.doi.org/10.1002/9781118828083.ch9.

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Baker, D. C., J. L. Clark, and D. K. Dougall. "Acylated Anthocyanins from Carrot Cell Cultures: Biosynthesis and Specificity of the Acylation Reactions." In Plant Biotechnology and In Vitro Biology in the 21st Century, 277–80. Dordrecht: Springer Netherlands, 1999. http://dx.doi.org/10.1007/978-94-011-4661-6_65.

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Whitehead, A., S. R. Sieck, S. Mukherjee, and P. R. Hanson. "The Arbuzov Reaction: Acylation of Phosphorus(III) Compounds." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00914.

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Botella, P., A. Corma, F. Rey, and S. Valencia. "H-Beta zeolite for acylation processes: optimization of the catalyst properties and reaction conditions." In Studies in Surface Science and Catalysis, 651–58. Elsevier, 2002. http://dx.doi.org/10.1016/s0167-2991(02)80085-4.

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Conference papers on the topic "Acylation reaction"

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Pospelov, Evgeny, Alexey Sukhorukov, and Sema Ioffe. "SYNTHESIS OF PHOSPHODIESTHESIS INHIBITOR OF THE 4th TYPE WITH USING CYCLIC NITRONATE ACYLATION REACTION." In Chemistry of nitro compounds and related nitrogen-oxygen systems. LLC MAKS Press, 2019. http://dx.doi.org/10.29003/m778.aks-2019/303-304.

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Zapata-Romero, Gilberto A., Markus Doerr, and Martha C. Daza. "Enantioselective lipase-catalyzed O-acylation of (RS)-propranolol: analysis of the hydrogen bonds essential for catalysis." In VIII Simpósio de Estrutura Eletrônica e Dinâmica Molecular. Universidade de Brasília, 2020. http://dx.doi.org/10.21826/viiiseedmol2020131.

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We investigated the effect of the acyl group size in the enantioselectivity of the acylation of propranolol, an amino alcohol used as β-adrenergic blocking agent. We applied a methodology frequently used to model enantioselectivity that is based on the hydrogen bonds present in the tetrahedral intermediate, which occurs in lipase-catalyzed reactions. We sampled the conformations of the tetrahedral intermediate corresponding to the esterification of both enantiomers of propranolol with ethanoyl and butanoyl, employing molecular dynamics simulation together with a quantum mechanics/molecular mechanics approach. We found that the population of these hydrogen bonds provides insight into the mechanism of the reaction. However, they are not conclusive about the role of the acyl group in the enantioselectivity. For both acyl groups, we found that the reaction from the Michaelis complex to the tetrahedral intermediate is more favorable for (R)-propranolol and the reaction from the tetrahedral intermediate to the enzyme/product complex is more favorable for (S)-propranolol.
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Kumari, K. G. I. D., and D. T. B. Thennakoon. "Applicability of metal-exchanged clay catalysts in the reaction of acylation of toluene: An alternative approach to conventional catalysts." In Proceedings of the 9th SEGJ International Symposium. Society of Exploration Geophysicists of Japan, 2009. http://dx.doi.org/10.1190/segj092009-001.23.

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BEJBLOVÁ, MARTINA, JOSEF VLK, DANA PROCHÁZKOVÁ, HELENA ŠIKLOVÁ, and JIRÍ CEJKA. "LEWIS ACIDITY OF MESOPOROUS MOLECULAR SIEVES FOR ACYLATION REACTIONS." In Proceedings of the 5th International Symposium. WORLD SCIENTIFIC, 2008. http://dx.doi.org/10.1142/9789812779168_0049.

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Andrighetto, Rosália, Helio G. Bonacorso, Carson W. Wiethan, Felipe S. Stefanello, Marcos A. P. Martins, and Nilo Zanatta. "New approach of side chain N-acylation and C-oxidation reactions of CF3-containing 7-amino-8-methylquinolines." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013927132252.

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Purdon, A. D., and J. B. Smith. "RELEASE AND TRANSACYLATION OF ARACHIDONATE FROM A COMMON POOL OF 1-ACYL-2-ARACHIDONOYL GLYCEROPHOSPHOCHOLINE IN HUMAN PLATELETS." In XIth International Congress on Thrombosis and Haemostasis. Schattauer GmbH, 1987. http://dx.doi.org/10.1055/s-0038-1643391.

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We have previously shown that the main source of arachidonate in thrombin-stimulated human platelets is 1-acyl-2-arachidonoyl (AA) glycerophosphocholine (GPC) and release of 3H-AA from this phospholipid also was correlated with increased 3H-AA in ether phospholipid. This ATP independent transfer of 3H-AA from 1,2 diacyl GPC to ether phospholipid (transacylation) also occurs in resting cells. Human platelets in 1/10 volume of plasma (ACD anticoagulant, pH 6.5) were radiolabelled with 3H-AA for 60 min at 37°C and then exogenous 3H-AA was removed by gel filtration into Tyrode's buffer, pH 7.4, 0.2% albumin. These radiolabelled cells were incubated in the absence of exogenous 3H-AA for four hours followed by Bligh and Dyer extraction and thin layer chromatography purification of phospholipids. 3H-AA in 1,2 diacyl GPC was found to decrease by over 20% and increase substantially in 1-0-alkyl-2-acyl GPC and 1-0-alk-1'-enyl-2-acyl glycerophospho ethanolamine (GPE), In this same time interval the mass of AA released by thrombin (5 U/ml, 10 min, 37°C, no stirring)in the presence of BIT 775C and measured by GLC, stayed the same (30 nmoles/109 cells), however, the specific activity decreased. Using reverse phase HPLC to resolve diradylglycerobenzoate derivatives of phospholipids: acylation, deacylation, and transacylation were observed for individual AA-containing molecular species of phospholipid, including those with an unsaturated fatty acid at sn-1. In particular the radiolabellinq of the 1-unsaturate-2-arachidonoyl GPC correlated with the specific activity of the 3H-AA released by stimulation with thrombin. Furthermore, 1-arachidonoyl-2-3H-arachidonoyl GPC was completely deacylated while 50 % of its mass remained. This contrasted with 16:0, and 18:0-2-arachidonoyl GPC in which the specific activity remained the same before and after deacylation. We conclude that deacylation of AA-containing molecular species of 1,2 diacyl GPC in stimulated cells includes molecular species which are also a source of arachidonic acid for transacylation reactions.
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