Bibliografie tematiche / Ketene dithioacetal

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Letteratura scientifica selezionata sul tema "Ketene dithioacetal"

Autore: Grafiati
Pubblicato: 22 febbraio 2025

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Articoli di riviste sul tema "Ketene dithioacetal"

1

Yu, Haifeng, Dewen Dong, Yan Ouyang e Qun Liu. "Chemoselective thioacetalization with odorless 2-(1,3-dithian-2-ylidene)-3-oxobutanoic acid as a 1,3-propanedithiol equivalent". Canadian Journal of Chemistry 83, n. 10 (1 ottobre 2005): 1741–45. http://dx.doi.org/10.1139/v05-184.

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Abstract (sommario):
Odorless 2-(1,3-dithian-2-ylidene)-3-oxobutanoic acid (1c) was prepared and investigated in the thioacetalization of carbonyl compounds as a 1,3-propanedithiol equivalent. The results showed that the thioacetalization of various carbonyl compounds 2 with 1c proceeded smoothly and afforded the corresponding dithioacetals 3 in high yields (up to 99%) in the presence of acetyl chloride at room or reflux temperatures. Moreover, the thioacetalization exhibited high chemoselectivity between aldehydes and ketones. Key words: chemoselectivity, 2-(1,3-dithian-2-ylidene)-3-oxobutanoic acid, α-oxo ketene dithioacetal, 1,3-propanedithiol equivalent, thioacetalization.
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TOMINAGA, Yoshinori, Yoshiki MATSUOKA, Chizuko KAMIO e Akira HOSOMI. "Ketene dithioacetals in organic synthesis: Synthesis of silyl ketene dithioacetal and some reactions with substituted benzaldehydes." CHEMICAL & PHARMACEUTICAL BULLETIN 37, n. 11 (1989): 3168–70. http://dx.doi.org/10.1248/cpb.37.3168.

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3

Pan, Ling, Xihe Bi e Qun Liu. "Recent developments of ketene dithioacetal chemistry". Chem. Soc. Rev. 42, n. 3 (2013): 1251–86. http://dx.doi.org/10.1039/c2cs35329f.

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4

Huang, Yu-Chieh, An Nguyen, Simone Gräßle, Sylvia Vanderheiden, Nicole Jung e Stefan Bräse. "Addition of dithi(ol)anylium tetrafluoroborates to α,β-unsaturated ketones". Beilstein Journal of Organic Chemistry 14 (26 febbraio 2018): 515–22. http://dx.doi.org/10.3762/bjoc.14.37.

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Abstract (sommario):
In the presented study, dithi(ol)anylium tetrafluoroborates are added to α,β-unsaturated ketones in a Michael-type reaction yielding diverse substituted ketene diothi(ol)anes. The reactions proceed at room temperature in 1 or 13 h without the need of further additives. The presented procedure is in particular useful for dithi(ol)anylium tetrafluoroborates without electron-withdrawing groups in α-position. This is advantageous with respect to previous approaches, which were limited to the use of ketene dithioacetals substituted with electron-withdrawing groups. Aiming for the systematic investigation of possible steric and electronic influences on the outcome of the reaction, various combinations of electrophiles and nucleophiles were used and the results of the reactions were compared based on the type of the used dithioacetal. The scope of the presented procedure is shown with four additional transformations including the use of additional electrophiles and nucleophiles, the use of a chiral auxiliary and subsequent reduction of selected products. Additionally, we extended the reaction to the synthesis of diene dithiolanes by addition of an ynone to α-alkyl or aryl-substitued dithiolanylium TFBs.
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Wang, Xiaolun, Xu Chen, Hongzhen Lian, Yi Pan e Yaozeng Shi. "Syntheses Of Ketene Dithioacetal Derivatives Of 2,5-Piperazinedione". Synthetic Communications 29, n. 9 (maggio 1999): 1553–60. http://dx.doi.org/10.1080/00397919908086135.

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6

Pan, Ling, Xihe Bi e Qun Liu. "ChemInform Abstract: Recent Developments of Ketene Dithioacetal Chemistry". ChemInform 44, n. 23 (16 maggio 2013): no. http://dx.doi.org/10.1002/chin.201323222.

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7

Tominaga, Yoshinori, e Yoshiro Matsuda. "Synthesis of heterocyclic compounds using nitro ketene dithioacetal". Journal of Heterocyclic Chemistry 22, n. 4 (luglio 1985): 937–49. http://dx.doi.org/10.1002/jhet.5570220401.

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Anand, Aditi, Navjeet Kaur e Dharma Kishore. "An Efficient One Pot Protocol to the Annulation of Face “d” of Benzazepinone Ring with Pyrazole, Isoxazole, and Pyrimidine Nucleus through the Corresponding Oxoketene Dithioacetal Derivative". Advances in Chemistry 2014 (6 agosto 2014): 1–5. http://dx.doi.org/10.1155/2014/358153.

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Abstract (sommario):
A highly facile single step approach to the annulation of face “d” of benzazepinone nucleus with pyrazole, isoxazole, and pyrimidine ring has been described. The annulation proceeded smoothly on the reaction of oxoketene dithioacetal derivative 3 with (i) NH2–NH2·H2O, (ii) NH2OH·HCl, (iii) acetamidine hydrochloride, (iv) guanidine nitrate, (v) urea, and (vi) thiourea which yielded the pyrazolo, isoxazolo, and pyrimido annulated analogues of benzazepinone 4–9, respectively, in acceptable yields. The 4-ketene dithioacetal analogue of 7-fluorobenzo[b]azepine-2,5-dione (3) was in turn obtained from the reaction of 7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (2) (with CS2 + CH3I in presence of t-BuOK). 7-Fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (2) resulted from the acylation of p-fluoroaniline with succinyl chloride followed by cyclocondensation of the later with polyphosphoric acid (PPA).
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Murakami, Kei, Hideki Yorimitsu e Atsuhiro Osuka. "Practical and Scalable Syntheses of Substituted Ketene Dithioacetal Monoxides". Bulletin of the Chemical Society of Japan 86, n. 10 (15 ottobre 2013): 1193–95. http://dx.doi.org/10.1246/bcsj.20130148.

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Murakami, Kei, Hideki Yorimitsu e Atsuhiro Osuka. "Practical and Scalable Syntheses of Substituted Ketene Dithioacetal Monoxides". Bulletin of the Chemical Society of Japan 87, n. 3 (15 marzo 2014): 441. http://dx.doi.org/10.1246/bcsj.20140021.

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Più fonti

Tesi sul tema "Ketene dithioacetal"

1

Yoshida, Suguru. "Studies on Synthetic Reactions of Ketene Dithioacetal Derivatives". 京都大学 (Kyoto University), 2009. http://hdl.handle.net/2433/77960.

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Abstract (sommario):
Kyoto University (京都大学)
0048
新制・課程博士
博士(工学)
甲第14581号
工博第3049号
新制||工||1454(附属図書館)
26933
UT51-2009-D293
京都大学大学院工学研究科材料化学専攻
(主査)教授 大嶌 幸一郎, 教授 檜山 爲次郎, 教授 松原 誠二郎
学位規則第4条第1項該当
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2

Dziadulewicz, E. K. "Ketene dithioacetals in synthesis". Thesis, University of Bath, 1987. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.375640.

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3

Goyer, Eddy. "Synthèse d’analogues soufrés du DANA pour l’inhibition sélective de la neuraminidase humaine hNEU1". Electronic Thesis or Diss., Reims, 2024. http://www.theses.fr/2024REIMS029.

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Abstract (sommario):
La neuraminidase humaine 1 (hNEU1) est une glycosidase impliquée dans de nombreux processus physiologiques majeurs tel que la signalisation cellulaire ou la régulation de certains récepteurs membranaires. Son inhibition sélective constitue actuellement un challenge qui pourrait conduire à des avancées pharmacologiques importantes avec de potentielles applications thérapeutiques. En partenariat avec l’unité MEDyC (UMR URCA/CNRS 7369), nous avons initié un projet de recherche dédié à la conception, la synthèse et l’évaluation biologique de nouveaux inhibiteurs sélectifs de la hNEU1.Après avoir validé la structure des molécules cibles et un schéma rétrosynthétique, la première partie du travail de thèse a été consacrée à la synthèse d’un aldofuranose convenablement fonctionnalisé et protégé. Puis, à l’aide d’une séquence réactionnelle en deux étapes utilisant les compétences spécifiques développées au sein de notre laboratoire, l’aldofuranose a été transformé en un dithioacétal de cétène cyclique possédant la structure de la molécule cible. Dans une seconde partie, une étude méthodologique visant à déterminer les conditions expérimentales optimales pour l’introduction de divers électrophiles sur la position 1 de l’hétérocycle soufré a été effectuée. Les résultats expérimentaux obtenus montrent que cette transformation est dépendante des substituants présents dans la structure de l’hétérocycle soufré. Une étude théorique originale a été réalisée pour mieux comprendre les mécanismes réactionnels sous-jacents. En conclusion, le travail de synthèse effectué ouvre des perspectives encourageantes pour l’obtention des molécules cibles et leur évaluation
Human neuraminidase 1 (hNEU1) is a glycosidase involved in a number of major physiological processes, such as cell signaling and the regulation of membrane receptors. Its selective inhibition currently represents a challenge that could lead to major pharmacological advances with potential therapeutic applications. In partnership with the MEDyC unit (UMR URCA/CNRS 7369), we have initiated a research project dedicated to the design, synthesis and biological evaluation of new selective hNEU1 inhibitors.After validating the structure of the target molecules and a retrosynthetic scheme, the first part of the thesis work was dedicated to the synthesis of a suitably functionalized and protected aldofuranose. Then, using a two-step reaction sequence based on the specific skills developed in our laboratory, the aldofuranose was transformed into a cyclic ketene dithioacetal with the structure of the target molecule. In the second part, a methodological study was carried out to determine the optimum experimental conditions for the introduction of various electrophiles on position 1 of the sulfur heterocycle. The experimental results obtained show that this transformation is dependent on the substituents present in the structure of the sulfur heterocycle. An original theoretical study was then achieved to provide a better understanding of the reaction mechanism. In conclusion, the synthetic work accomplished has led to encouraging prospects for obtaining and evaluating the target molecule
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TCHERTCHI, AN SYLVIE. "Controle de la stéréochimie en série acyclique : application à la synthèse de la zwittermycine A". Université Joseph Fourier (Grenoble), 1997. http://www.theses.fr/1997GRE10267.

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La zwittermycine a est un aminopolyol possedant d'importantes proprietes antibiotiques et antifongiques. Elle est composee d'une partie uree-amide derivee d'un aminoacide non naturel proteique, l'albizziine, et d'une partie diaminopentol. L'approche synthetique convergente envisagee utilise un synthon chiral commun derive de la l-serine, l'aldehyde de garner. Au cours de ce travail, nous avons realise la synthese des deux enantiomeres de la partie uree-amide sous une forme protegee. Dans un deuxieme temps, deux strategies pour la synthese de la partie diaminopentol ont ete mises en oeuvre. La premiere, mettant en jeu l'utilisation de derives enethiolates thiocarbonyles, conduit a des -hydroxydithioesters avec des selectivites seulement moyennes. Elle a toutefois permis de mettre au point une methode generale de synthese d'hydroxydithioacetals de cetene a partir d'aldehydes. La seconde strategie implique la creation stereocontrolee de trois centres asymetriques par des reactions d'allylmetallation, de dihydroxylation de sharpless et de condensation de 3-lithiopropiolates d'alkyle sur des nitrones. Une etude de la diastereoselectivite de cette derniere methodologie a ete menee avec diverses nitrones -chirales. Cette deuxieme approche nous a permis de realiser la synthese d'un intermediaire sous forme protegee, precurseur de la partie diaminopentol, avec un rendement global de 40% a partir de l'aldehyde de garner.
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5

Pham, Thi-Nhan Nguyen. "Thio-rearrangement de claisen : facilite, reversibilite, synthese de composes thiocarbonyles". Caen, 1987. http://www.theses.fr/1987CAEN2045.

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Capitoli di libri sul tema "Ketene dithioacetal"

1

Keller, P. A. "Addition of Activated Methylene Compounds to Ketene Dithioacetal ­Compounds". In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00550.

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2

Jones, John. "Acetals and ketals". In Core Carbonyl Chemistry. Oxford University Press, 1997. http://dx.doi.org/10.1093/hesc/9780198559597.003.0003.

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Abstract (sommario):
This chapter examines acetals and ketals. Aldehydes and ketones react reversibly 1:1 with alcohols under general acid or general base catalysis, to give hemiacetals and hemiketals, respectively. With excess alcohol and a catalytic amount of a strong acid, further reversible reaction takes place to replace the OH group and give an acetal (from an aldehyde) or ketal (from a ketone). If arrangements are made to remove the water from the continuously equilibrating mixture, by distillation or other means, then the aldehyde or ketone is quantitatively converted to an acetal or ketal, as the case may be. The reaction proceeds more easily with aldehydes than with ketones, and is practically limited to primary alcohols. The chapter then looks at dithioacetals, dithioketals, and orthoesters. It also considers the protecting group principle.
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Keller, P. A. "Cyclization of Ketene Dithioacetals". In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00569.

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Takeda, T., e A. Tsubouchi. "Synthesis from Ketene Dithioacetals". In Acetals: O/N, S/S, S/N, and N/N and Higher Heteroatom Analogues, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-030-00135.

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5

Ogura, K. "Oxidation of Ketene Dithioacetals". In Acetals: O/N, S/S, S/N, and N/N and Higher Heteroatom Analogues, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-030-00362.

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6

Braverman, S., M. Cherkinsky e M. L. Birsa. "Synthesis of Ketene Dithioacetals". In Four Carbon-Heteroatom Bonds, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-018-00201.

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7

Glass, R. S. "Enethiolates and Ketene Dithioacetals". In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00163.

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8

Lebel, H., e M. Grenon. "Halogenation of Ketene Dithioacetals". In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00887.

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Lebel, H., e M. Grenon. "Thiolysis of Ketene Dithioacetals". In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00897.

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10

Drabowicz, J., P. Kiełbasiński e M. Mikołajczyk. "Stereoselective Reduction of Ketene Dithioacetals". In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00108.

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