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Relevant bibliographies by topics / 2-oxazine

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Academic literature on the topic '2-oxazine'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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Journal articles on the topic "2-oxazine"

1

Thirunarayanan, Ganesamoorthy, V. Renuka, K. G. Sekar, K. Lakshmanan, and K. Anbarasu. "Insect Antifeedant Potent Unsaturated 1,3-Oxazine-2-Amines." International Letters of Chemistry, Physics and Astronomy 23 (November 2013): 66–81. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.23.66.

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Insect antifeedant activities of some halo substituted aryl 1,3-oxazine-2-amines have been measured using 4th instar larvae Achoea janata L by castor leaf discs-Dethler’s method. The highly halo substituted oxazine amines have shown good insect antifeedant activities. The 1,3-oxazine amines have been synthesised by greener method by solvent-free cyclization of aryl enones with urea under microwave irradiation. The yields of the oxazines were more than 80%. The synthesised oxazines were characterized by their physical constants, analytical and spectroscopic data.

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2

Kirila, Tatyana, Anna Smirnova, Vladimir Aseyev, Andrey Tenkovtsev, Heikki Tenhu, and Alexander Filippov. "Self-Organization in Dilute Aqueous Solutions of Thermoresponsive Star-Shaped Six-Arm Poly-2-Alkyl-2-Oxazines and Poly-2-Alkyl-2-Oxazolines." Polymers 13, no. 9 (April 29, 2021): 1429. http://dx.doi.org/10.3390/polym13091429.

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The behavior of star-shaped six-arm poly-2-alkyl-2-oxazines and poly-2-alkyl-2-oxazolines in aqueous solutions on heating was studied by light scattering, turbidimetry and microcalorimetry. The core of stars was hexaaza [26] orthoparacyclophane and the arms were poly-2-ethyl-2-oxazine, poly-2-isopropyl-2-oxazine, poly-2-ethyl-2-oxazoline, and poly-2-isopropyl-2-oxazoline. The arm structure affects the properties of polymers already at low temperatures. Molecules and aggregates were present in solutions of poly-2-alkyl-2-oxazines, while aggregates of two types were observed in the case of poly-2-alkyl-2-oxazolines. On heating below the phase separation temperature, the characteristics of the investigated solutions did not depend practically on temperature. An increase in the dehydration degree of poly-2-alkyl-2-oxazines and poly-2-alkyl-2-oxazolines led to the formation of intermolecular hydrogen bonds, and aggregation was the dominant process near the phase separation temperature. It was shown that the characteristics of the phase transition in solutions of the studied polymer stars are determined primarily by the arm structure, while the influence of the molar mass is not so significant. In comparison with literature data, the role of the hydrophobic core structure in the formation of the properties of star-shaped polymers was analyzed.

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3

Dawood, Kamal M., Thoraya A. Farghaly, and Mohamed A. Raslan. "Heteroannulation Routes to Bioactive Pyrazolooxazines." Current Organic Chemistry 24, no. 17 (November 12, 2020): 1943–75. http://dx.doi.org/10.2174/1570179417999200628035124.

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Pyrazolo-oxazine fused systems are interesting classes of heterocyclic compounds exhibiting pronounced biological applications such as anticancer, antitubercular, anti-inflammatory, antibacterial and antifungal activities as well as inhibiting COX-1 and COX-2 enzymes. Depending on the distribution position of the heteroatoms (N and O), there are fourteen different systems of pyrazolo-oxazine. Nine of them were biologically abundant in literature, for example, pyrazolo[3,4-e][1,3]oxazines are used as analogs of antibiotics Formycin, Formycin B, Oxoformycin B. This review article summarizes the concerted efforts expended on most of the synthetic routes to the various types of pyrazolo-oxazines in the literature until the first quarter of 2020. The reactions of pyrazolo-oxazines with various reagents are also outlined.

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4

Lauro, Figueroa-Valverde, Díaz-Cedillo Francisco, Rosas-Nexticapa Marcela, García-Cervera Elodia, Pool-Gómez Eduardo, López-Ramos María, Hau-Heredia Lenin, and Sarabia-Alcocer Betty. "Design and Synthesis of Two Oxazine Derivatives Using Several Strategies." Journal of Chemistry 2014 (2014): 1–9. http://dx.doi.org/10.1155/2014/757953.

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Several oxazine derivatives have been synthesized; nevertheless, expensive reagents and special conditions are required. Therefore, in this study, two oxazine derivatives (2-chloro-3-{{2-[-(3-chloro-2-oxo-cyclobutyl)-(2,3-dimethoxy-9,10-dihydrostrychnid-10-yl)-amino]-ethyl}-[1,5-dimethyl-4-(1H-naphtho[1,2-e][1,3-oxazin-2-yl)-2-phenyl-2,3-dihydro-1H-pyrazol-3-yl]-amino}-cyclobutanone and 2-chloro-3-{{2-[(3-chloro-2-oxo-cyclobutyl)-(1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-amino]-ethyl}-[1,5-dimethyl-4-(1H-naphtho[1,2-e][1,3]oxazin-2-yl)-2-phenyl-2,3-dihydro-1H-pyrazol-3-yl]-amino}-cyclobutanone) were synthesized using several strategies. The structure of compounds obtained was confirmed by elemental analysis, spectroscopy, and spectrometry data. In conclusion, the methods used offer some advantages such as good yields, simple procedure, low cost, and ease of workup.

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5

Farfán, Norberto, Rosa L. Santillan, Dolores Castillo, Reyna Cruz, Pedro Joseph-Nathan, and Jean-Claude Daran. "Fused heterocycles derived from pseudoephedrine and ephedrine." Canadian Journal of Chemistry 70, no. 11 (November 1, 1992): 2764–70. http://dx.doi.org/10.1139/v92-351.

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The formation of heterobicycles by condensation of (1R, 2R)-(−)-pseudoephedrine or (1R, 2S)-(−)-ephedrine with glyoxal is reported. In the case of pseudoephedrine, the nuclear magnetic resonance data of the crude reaction mixture indicate the presence of three isomeric compounds (5, 6, and 7), which were separated by fractional crystallization, while ephedrine afforded the oxazino-oxazine 8 and the known (5S*,6R*)-4,5-dimethyl-6-phenyl-1,4-oxazin-2-one (9). Conclusive spectroscopic evidence for the structures of the new compounds having the cis-[1,4]oxazino[3,2-b]-1,4-oxazine (5 and 8) and the 2,2′-bioxazolidine type structures (6 and 7) was obtained by measurement of the 13C satellite coupling constants in the 300 MHz 1H nmr spectra, combined with the evaluation of dihedral angles using a modified Karplus type relationship. Unequivocal 1H and 13C nmr spectral assignments for all new compounds were done using two-dimensional carbon–proton correlation experiments. Syntheses of the known 5a,6,11a,12-tetrahydro[1,4]benzoxazino[3,2-b]benzoxazine (3a) whose crystal structure has been previously determined, as well as of its N,N′-diisopropyl derivative 3b, allowed us to corroborate the above observations for the six-membered ring heterocycles. Moreover, the structures of 3b and 7 were independently verified by single crystal X-ray diffraction studies, thus validating the structural conclusions deduced from nmr satellite multiplicity measurements.

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Konstantinova, Lidia S., Mikhail A. Tolmachev, Vadim V. Popov, and Oleg A. Rakitin. "Ethyl 11a,12-Dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine-5a(6H)-carboxylate." Molbank 2020, no. 3 (July 21, 2020): M1149. http://dx.doi.org/10.3390/m1149.

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The 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine heterocyclic system has been used in the construction of heteropropellanes, which attracted much attention not only on the possible modification of drugs, but also for novel materials with unusual and important physical properties. In this communication, the reaction of ethyl 2-(hydroxyimino)propanoate 1 with disulfur dichloride and o-aminophenol, which gave ethyl 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine-5a(6H)-carboxylate in moderate yield, was described. The structure of the newly synthesized compound was established by means of elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy, mass-spectrometry and X-ray analysis.

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7

Kirila, Tatyana, Anna Smirnova, Alla Razina, Andrey Tenkovtsev, and Alexander Filippov. "Influence of Salt on the Self-Organization in Solutions of Star-Shaped Poly-2-alkyl-2-oxazoline and Poly-2-alkyl-2-oxazine on Heating." Polymers 13, no. 7 (April 4, 2021): 1152. http://dx.doi.org/10.3390/polym13071152.

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The water–salt solutions of star-shaped six-arm poly-2-alkyl-2-oxazines and poly-2-alkyl-2-oxazolines were studied by light scattering and turbidimetry. The core was hexaaza[26]orthoparacyclophane and the arms were poly-2-ethyl-2-oxazine, poly-2-isopropyl-2-oxazine, poly-2-ethyl-2-oxazoline, and poly-2-isopropyl-2-oxazoline. NaCl and N-methylpyridinium p-toluenesulfonate were used as salts. Their concentration varied from 0–0.154 M. On heating, a phase transition was observed in all studied solutions. It was found that the effect of salt on the thermosensitivity of the investigated stars depends on the structure of the salt and polymer and on the salt content in the solution. The phase separation temperature decreased with an increase in the hydrophobicity of the polymers, which is caused by both a growth of the side radical size and an elongation of the monomer unit. For NaCl solutions, the phase separation temperature monotonically decreased with growth of salt concentration. In solutions with methylpyridinium p-toluenesulfonate, the dependence of the phase separation temperature on the salt concentration was non-monotonic with minimum at salt concentration corresponding to one salt molecule per one arm of a polymer star. Poly-2-alkyl-2-oxazine and poly-2-alkyl-2-oxazoline stars with a hexaaza[26]orthoparacyclophane core are more sensitive to the presence of salt in solution than the similar stars with a calix[n]arene branching center.

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8

Chovatiya, Pankaj, Charmy Mehta, Hardik Senjani, Anamik Shah, and Hitendra S. Joshi. "Synthesis and Characterization of some New Schiff Bases of 2-Oxonaphtho[2,1-b][1,4]Oxazine." International Letters of Chemistry, Physics and Astronomy 31 (March 2014): 26–30. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.31.26.

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The literature review reveal that [1,4]-oxazine derivatives represent one of the most active classes of compounds possessing wide spectrum of biodynamic activities and use as potent therapeutic agents. In the present work, a series of Schiff base of 2-(2,3-dihydro-2-oxonaphtho[2,1-b][1,4]oxazin-1-yl)acetohydrazide, 5a-5j has been synthesized using 1-aminonaphthalen-2-ol. Various aromatic aldehyde were react with carbohydrazide 4 in the presence of acid to produce the 2-oxonaphtho[2,1-b][1,4]oxazin Schiff base derivatives with good yields. All synthesized compounds were characterized by IR, NMR and Mass spectrometry analysis.

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9

Bloksma, Meta M., Renzo M. Paulus, Huub P. C. van Kuringen, Friso van der Woerdt, Hanneke M. L. Lambermont-Thijs, Ulrich S. Schubert, and Richard Hoogenboom. "Thermoresponsive Poly(2-oxazine)s." Macromolecular Rapid Communications 33, no. 1 (November 25, 2011): 92–96. http://dx.doi.org/10.1002/marc.201100587.

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10

Pathan, Mosim, and Faiz Khan. "Synthesis of Substituted Pyrido-oxazine through Tandem SN2 and SNAr Reaction." SynOpen 02, no. 02 (April 2018): 0150–60. http://dx.doi.org/10.1055/s-0036-1591960.

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Pyrido-oxazine derivatives have been synthesized by employing tandem SN2 and SNAr reaction between 2,4,6-tribromo-3-(2-bromoethoxy)pyridine or 2,4,6-tribromo-3-(3-bromopropoxy)pyridine and a variety of primary amines. Moderate to good regioselectivity in favor of cyclization at the 2-position is observed. Pyrido-oxazine products thus generated are converted into biarylated pyrido-oxazine and terpyridine ligands.

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Dissertations / Theses on the topic "2-oxazine"

1

Schmidt, Elmar. "Funktionalisierung von 6H-1,2-Oxazinen durch 1,3-dipolare Cycloadditionen und Halogenierungen." Doctoral thesis, [S.l.] : [s.n.], 2001. http://deposit.ddb.de/cgi-bin/dokserv?idn=963571052.

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2

Lübtow, Michael M. [Verfasser], Robert [Gutachter] Luxenhofer, and Jürgen [Gutachter] Groll. "Structure-property relationships in poly(2-oxazoline)/poly(2-oxazine) based drug formulations / Michael M. Lübtow ; Gutachter: Robert Luxenhofer, Jürgen Groll." Würzburg : Universität Würzburg, 2020. http://d-nb.info/1206097825/34.

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3

Stretch, W. "The chemistry of 3-ethoxycarbonyl-5, 6-dihydro-4H-1, 2-oxazines : An approach to the synthesis of betagamma-deydroaminoacids." Thesis, University of Liverpool, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.370847.

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4

Laughton, Peter. "Synthesis of #beta#-carboxyaspartic acid derivatives and studies on 3-methoxycarbonylmethylene-3,4,5,6-tetrahydro- 2H-1,4-oxazine-2-one derivatives." Thesis, University of Bristol, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.390088.

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5

Tyler, Simon Nicholas George. "Asymmetric synthesis using enantiopure dihydro-2H-1,4-oxazin-2-one templates." Thesis, University of Reading, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.266800.

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6

Akuche, Christiana Ifeyinwa. "A novel antibacterial agent by design, 2-carboxymethyl-5-hydroxy-1,2-oxazin-3-one." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 1997. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp04/mq24079.pdf.

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Kaya, Safak. "Synthesis And Characterization Of A Polybenzoxazine From A Difunctional Amine And A Trifunctional Phenol." Master's thesis, METU, 2009. http://etd.lib.metu.edu.tr/upload/2/12610497/index.pdf.

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Synthesis of a polymer with benzoxazine units in the main chain backbone by a trifunctional phenol, a difunctional amine, and paraformaldehyde was achieved. Thermal, mechanical and spectroscopic characterization and the viscosity properties of the synthesized polymer were studied. In the first step of this study, a fast and feasible method for the synthesis of the benzoxazine precursors was developed since some methods mentioned in the literature about the synthesis of the benzoxazine derivatives last long time. The second step was to polymerize the benzoxazine precursors thermally. The curing of benzoxazine precursors was done via ring opening polymerization at 150 oC and a final polymerization was observed at about 250 oC. 1H NMR, 13C NMR and FT-IR spectroscopies revealed the characteristic peaks for the formation of benzoxazine ring. Among them, 13C NMR gave important clue on the formation of the benzoxazine. The thermal characterization of the benzoxazine precursors and the polymers indicated that the ring opening polymerization of these precursors started at around 110 oC and a final polymerization was about at 230 oC. Differential Scanning Calorimetry thermograms of the polybenzoxazine indicated a secondary transition at around 270 oC. An onset decomposition of the benzoxazine oligomers started around 100 oC in Thermal Gravimetric Analysis thermograms performed under N2 atmosphere and two major maximum weight losses were observed at 273 oC and 439 oC. However, polybenzoxazine showed a starting degradation at about 260 oC and the maximum weight loss temperatures were seen at 296 oC and 465 oC. Viscosity variation of the reaction mixture was studied by Ubbelohde Viscometer at 30 oC. Viscosity results indicated that the increase in the intrinsic viscosity of the reaction mixture till 50th minute and followed by a decrease due to possible branching and the intra-crosslinking of the benzoxazine oligomers. Mechanical properties of the polymer films, prepared by compression molding at 180 0C, were investigated. Test results showed that low tensile strength whereas comparatively high elongation.

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8

Al, Atassi Yomen Al Sayed Souleiman. "Photochromisme et génération de second harmonique par voie photoassistée en milieu polymère : spiropyranne - photomérocyanine." Cachan, Ecole normale supérieure, 1996. http://www.theses.fr/1996DENS0010.

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Certains polymères, dopés ou fonctionnalisés avec des groupements moléculaires convenablement choisis, ont la propriété de doubler la fréquence de faisceaux lasers (génération de second harmonique). Pour cela, il faut au préalable que l'échantillon sous forme d'un film mince, ait été orienté sous champ électrique. Le sujet de cette thèse consiste à étudier un nouveau procédé d'orientation des molécules, que nous appelons orientation photo assistée. Ce procédé qui a l'avantage d'opérer à température ambiante met en œuvre une irradiation en lumière visible et en présence d'un champ électrique. Ce procédé a été étudié pour cinq familles de molécules actives en optique non linéaire: les azobenzènes substitués, les spiropyrannes, les spirooxazines, les furylfulgides et les chromènes. L'influence de la nature de la matrice polymère sur l'efficacité et la stabilité de l'orientation moléculaire est aussi étudiée

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9

Ella-Menye, Jean-Rene. "Synthesis of Novel Chiral Heterocyclic Compounds for Antibacterial Agents and Peptidomimetics." ScholarWorks@UNO, 2007. http://scholarworks.uno.edu/td/611.

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Small chiral molecules are very important building blocks in the synthesis of biologically active compounds. These building blocks include nitrogen and oxygen-containing heterocycles such as 2-oxazolidinones, 1,3-oxazinan-2-ones, 2-oxazolines, oxazines, morpholine and morpholinones. Because of their interesting properties, chiral heterocycles have stirred great interest in the synthetic chemist community to develop useful and efficient strategies to these molecules. In this dissertation, the design and syntheses of various heterocyclic building blocks are presented, as well as the testing of their biological activities as antibacterial. Another very interesting family of heterocycle-containing molecules are the Aeruginosins. They are a family of marine natural products isolated from a blue-green algae, which display inhibitory activity against serine proteases such as thrombin, trypsin, and factor VIIa. Most aeruginosins contain an heterocyclic moiety called the 2-carboxy-6-hydroxyoctahydroindole (Choi) ring; this Choi moiety is a rigid bicyclic unnatural amino acid and is the core structure in the aeruginosins, indispensable to their biological activity. A synthesis of a ring-oxygenated variant of the Choi from D-mannose is reported in this dissertation. The ring-oxygenated variant of 2-carboxy-6-hydroxyoctahydroindole can potentially be used as a surrogate of Choi in the design and synthesis of aeruginosin-based thrombin inhibitors.

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10

MONNIER, KARIN, and B. LAUBE. "Reactivite en cycloaddition 4+2 et 3+2 de sels de composes de reissert et de derives de la 1,4-oxazin-2-one. Etude de la regio- et de la stereochimie des cycloadduits." Besançon, 1993. http://www.theses.fr/1993BESA2011.

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Ce travail de these s'articule en deux parties. Dans la premiere, nous presentons une etude de la reactivite des tetrafluoroborates de deux composes de reissert. L'un d'eux issu de l'isoquinoleine, avait fait l'objet de nombreuses etudes. Nous avons etudie sa reactivite sur des dienophiles et/ou dipolarophiles moins classiques que ceux qui avaient deja ete employes. Cette etude nous a permis a la fois de nuancer, et de confirmer les etudes anterieures sur les tetrafluoroborates de composes de reissert derives de l'isoquinoleine. Contrairement a ce qu'affirmait mcewen, sa cycloaddition avec les alcenes n'est pas toujours de type 4+2, puisque les paraquinones ont conduit a des cycloadduits de type 3+2. La reaction avec le 2-methoxycarbonyl-1h-indene est une cycloaddition 4+2 qui nous a permis d'isoler l'un des produits intermediaires de la sequence des rearrangements suggeres par mcewen. La regiochimie de cette reaction est l'inverse de celle observee dans le cas de l'indene. Avec l'azodicarboxylate de diethyle la cycloaddition est egalement de type 4+2, mais le produit obtenu peut conduire a une triazolone. Ce resultat est une confirmation de l'existence de la forme ouverte qui apparait dans la sequence d'evolution des cycloadduits 4+2. Cette triazolone s'isomerise ensuite par migration 1,3 d'un groupement ester. Nous avons etendu cette etude a un tetrafluoroborate d'un compose de reissert issu du benzothiazole. Avec les alcynes, sa reactivite est comparable a celles des composes derives de l'isoquinoleine. En particulier, on peut acceder a des derives du pyrrolo 2,1-b benzothiazole, et cela d'une maniere plus efficace que par la methode deja decrite dans la litterature. Avec les alcenes, la reaction de cycloaddition est du type 4+2 avec la meme regiochimie que dans le cas des derives de l'isoquinoleine. La seconde partie presente la synthese d'ylures d'azomethine cycliques derives de la 1,4-oxazin-2-one. Notre objectif reside dans l'etude de la stereochimie de l'approche dipole-dipolarophile. La synthese de derives substitues (ou non) en -3 et/ou -6 de quelque 5-phenyl-3,6-dihydro-2h-1,4-oxazin-2-ones a ete mise au point et leur stereochimie etudiee par rmn protonique. Ces composes sont des precurseurs d'ylures d'azomethine cycliques hexagonaux comportant deux faces diastereotopiques dans certains cas. La cycloaddition dipolaire-1,3 de ces especes sur les maleimides s'effectue de facon diastereospecifique du cote de la face la moins encombree du dipole. La stereochimie de la reaction a ete prouvee par radiocristallographie

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Book chapters on the topic "2-oxazine"

1

Sako, M. "From 2-1,3-Oxazine-2,4(3)-diones." In Six-Membered Hetarenes with Two Identical Heteroatoms, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-016-01587.

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"5,6,7,10-Tetrahydroindazolo[2,3-a]quinoline (17) to 3,4,6,11-Tetrahydro-1H-naphtho[2',3':4,5]imidazo[2,1-c][1,4]oxazine (17)." In Substance Index Cyclic Compounds VIII, Polycyclic Compounds I, edited by Backes, Fröhlich, and Padeken. Stuttgart: Georg Thieme Verlag, 2001. http://dx.doi.org/10.1055/b-0035-114409.

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3

"8,9-Dihydro-11H-naphtho[1',2':4,5]imidazo[2,1-c][1,4]oxazine (17) to B-homo-Estr-510-ene (18)." In Substance Index Cyclic Compounds VIII, Polycyclic Compounds I, edited by Backes, Fröhlich, and Padeken. Stuttgart: Georg Thieme Verlag, 2001. http://dx.doi.org/10.1055/b-0035-114410.

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4

Taber, Douglass. "Best Synthetic Methods: Carbon-Carbon Bond Construction." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0018.

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In the context of peptidyl ketone synthesis, Troels Skrydstrup of the University of Aarhus developed (J. Org. Chem. 2008, 73, 1088) the elegant SmI2-mediated conjugate addition of acyl oxazolidinones such as 1 to acceptors such as 2. Sadagopan Raghavan of the Indian Institute of Chemical Technology, Hyderabad reported (Tetrahedron Lett. 2008, 49, 1601) that the addition of a Pummerer intermediate, generated by exposure of 4 to TFAA, to the terminal alkene 5 and SnCl4 led to efﬁcient C-C bond formation, to give the sulﬁde 6 as a single (unassigned) diastereomer. Pd-catalyzed carbonylation of aryl halides and triflates is a well-established process. Stephen L. Buchwald of MIT has now (J. Am. Chem. Soc. 2008, 130, 2754) extended this transformation to much less expensive tosylates and mesylates such as 7. β-Amino acids have often been prepared from α-amino acids by Arndt-Eistert homologation. Geoffrey W. Coates of Cornell University has devised (Angew. Chem. Int. Ed. 2008, 47, 3979) a more practical alternative, the direct Co-catalyzed carbonylation of an oxazoline 9 to the 2-oxazine-6-one 10. Eiji Shirakawa and Tamio Hayashi of Kyoto University also used (Chem. Lett . 2008, 37, 654) a Co catalyst to promote the coupling of aryl and alkenyl Grignard reagents with enol trifl ates such as 11. Alois Fürstner of the Max-Planck-Institut, Mülheim optimized (Chem. Commun. 2008, 2873) promoters for the Pd-catalyzed Stille-Migata coupling of iodo alkenes such as 14 with alkenyl stannanes such as 15 to give 16. It is particularly noteworthy that their system is fluoride free. The stereocontrolled construction of trisubstituted alkenes continues to be challenging. We described (J. Org. Chem. 2008, 73, 1605) the facile preparation of the diioide 18 from the inexpensive 2-butyn-1,4-diol 17 . Sequential coupling of 18 with an aryl Grignard followed by CH3 Li delivered 19. Brian S. J. Blagg of the University of Kansas established (Tetrahedron Lett . 2008, 49, 141) that Still-Genari homologation of 20 with 21 gave (E)- 22 with high geometric control. Biao Jiang of the Shangahi Institute of Organic Chemistry reported (Organic Lett. 2008, 10, 593) a convenient alternative protocol to give ( Z )-α- bromo unsaturated esters.

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5

Wolkenberg, S. E., and R. M. Garbaccio. "3,6-Dihydro-2-1,4-oxazin-2-one Alkylation." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-00425.

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6

Spitzner, D. "From 2-1,3-Oxazin-2-ones by [4 + 2] Cycloaddition." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00201.

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7

Spitzner, D. "From 2-1,4-Oxazin-2-ones by [4 + 2] Cycloaddition." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00202.

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Wolkenberg, S. E., and R. M. Garbaccio. "5,6-Diphenyltetrahydro-1,4-oxazin-2-one Alkylation." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-00424.

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von Angerer, S. "Rearrangement of 2-Amino-1,3-oxazin-4-ones." In Science of Synthesis Knowledge Updates KU 2011/1, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-116-00282.

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Sako, M. "From 2-Methyl-4-pyrido[4,3-][1,3]oxazin-4-one." In Six-Membered Hetarenes with Two Identical Heteroatoms, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-016-01588.

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Conference papers on the topic "2-oxazine"

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Kushch, S. O., M. V. Goryaeva, Ya V. Burgart, O. G. Khudina, and V. I. Saloutin. "Three-component approach to hexahydropyrido-[2,1-b] [1,3]-oxazin-6-ones and cyclohex-2-en-1-ones based on polyfluoroalkyl-3-oxo esters, methyl ketones, and 3-amino-1-propanol." In VIII Information school of a young scientist. Central Scientific Library of the Urals Branch of the Russian Academy of Sciences, 2020. http://dx.doi.org/10.32460/ishmu-2020-8-0011.

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Abstract:

Найдены конкурентные пути трехкомпонентной циклизации полифторалкил-3-оксоэфиров и метилкетонов с 3-амино-1-пропанолом в зависимости от условий. Показано, что в 1,4-диоксане реакции приводят к гексагидро- пиридо-[2,1-b][1,3]-оксазин-6-онам, а в этаноле к – циклогекс-2-ен-1-онам.редложен механизм превращений полифторалкил-3-оксоэфиров и метилкетонов с 3-амино-1-пропанолом.

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