Academic literature on the topic '2-(alkylsulfanyl)pyridine N-oxide'

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Journal articles on the topic "2-(alkylsulfanyl)pyridine N-oxide"

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Hay, Benjamin P., and Athelstan L. J. Beckwith. "Synthesis of N-(alkyloxy)pyridine-2(1H)-thiones: alkylations of the ambident nucleophile pyridine-2(1H)-thione N-oxide and attempted isomerizations of 2-(alkylthio)pyridine N-oxide." Journal of Organic Chemistry 54, no. 18 (September 1989): 4330–34. http://dx.doi.org/10.1021/jo00279a020.

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Jebas, Samuel Robinson, Balasingh Ravindran Durai Nayagam, and Thailampillai Balasubramanian. "Hexaaquamanganese(II) bis[2-(carboxylatomethylsulfanyl)pyridine N-oxide]." Acta Crystallographica Section E Structure Reports Online 62, no. 5 (April 21, 2006): m1069—m1070. http://dx.doi.org/10.1107/s1600536806013237.

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In the title compound, [Mn(H2O)6](C7H6NO3S)2, the pyridylsulfanyl N-oxide acetate anions have no direct coordination to the MnII atom. The MnII atom is octahedrally coordinated by six water molecules and is located on an inversion centre. The cations and anions are linked by O—H...O hydrogen bonds into a three-dimensional network.
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Shukla, Onkar P., and Shanti M. Kaul. "Microbiological transformation of pyridine N-oxide and pyridine by Nocardia sp." Canadian Journal of Microbiology 32, no. 4 (April 1, 1986): 330–41. http://dx.doi.org/10.1139/m86-065.

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A Nocardia sp., which utilises pyridine N-oxide (PNO), 2-hydroxypyridine, and pyridine as sole sources of carbon, nitrogen, and energy, has been isolated from soil by enrichment on PNO. PNO-adapted cells rapidly oxidized PNO and 2-hydroxypyridine; pyridine was oxidized very slowly. 2-Hydroxy pyridine- and pyridine-adapted cells oxidized their respective substrates, but PNO was not oxidized. Dihydroxypyridines did not accumulate during growth of the organism, but the formation of blue pigments during fermentation of PNO and 2-hydroxypyridine suggested their transient participation. The pigment has been characterized as 4,5,4′,5′-tetrahydroxy-3,3′-diazadiphenoquinone-(2,2′). No pigment was formed during pyridine metabolism. 2,5-Dihydroxypyridine was oxidized by PNO- and 2-hydroxypyridine-adapted but not by pyridine-adapted cells. Succinic semialdehyde was characterized as the intermediate of pyridine metabolism from semicarbazide-inhibited cultures; it was rapidly oxidized by pyridine-adapted cells. Pyridine N-oxide is therefore metabolized in this Nocardia sp. via 2-hydroxypyridine and 2,5-dihydroxypyridine, but these compounds do not serve as intermediates of pyridine metabolism.
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Li, Shu An, Run Lai Li, Zhen Ming Zhang, Kai Zhu, and Guang Jie Wang. "Improved Preparation of 2,2-Dithiobis(Pyridine-N-Oxide)." Advanced Materials Research 554-556 (July 2012): 868–73. http://dx.doi.org/10.4028/www.scientific.net/amr.554-556.868.

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2,2-Dithiobis(pyridine-N-oxide) (1) was prepared by reacting 2-pyridinethiol-N-oxide (2) and hydrogen peroxide-urea adduct (3) at the molar ratio of 1:1.25 and 45oC for 1.75h in high yield and purity of 91.6% and 99.6% respectively. The structures of product were characterized by IR, NMR.
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Hiller, W., A. Castiñeiras, M. E. García- Fernandez, M. R. Bermejo, J. Bravo, and A. Sanchez. "The Crystal Structure of TlBrI2(4-methylpyridine-N-oxide)2." Zeitschrift für Naturforschung B 43, no. 1 (January 1, 1988): 132–33. http://dx.doi.org/10.1515/znb-1988-0123.

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Abstract The unit cell of TlBrI2 (4-methylpyridine-N-oxide) 2 is orthorhombic, space group Pnna. with a = 1126.9(3),b = 919.8(2),c = 1210.4(3) pm.and Z = 4. The structure consists of discrete TlBrI2 (4-methyl-pyridine-N-oxide)2 molecules which have a distorted trigonal-bipyramidal geometry. The thallium atom is coordinated to two iodine atoms and a bromine atom in equatorial positions, and by two 4-methyl-pyridine-N-oxide ligands in the axial positions.
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Prezhdo, V. V., E. V. Vaschenko, O. V. Prezhdo, and A. Puszko. "Molecular structure and electric properties of some pyridine and pyridine-N-oxide derivatives." Journal of Molecular Structure 471, no. 1-3 (November 1998): 127–37. http://dx.doi.org/10.1016/s0022-2860(98)00396-2.

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Heineking, N., H. Dreizler, K. Endo, and Y. Kamura. "High Resolution Microwave Spectra of Pyridine-N-oxideanda-Picoline-N-oxide." Zeitschrift für Naturforschung A 44, no. 12 (December 1, 1989): 1196–200. http://dx.doi.org/10.1515/zna-1989-1212.

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Abstract The rotational spectra of pyridine-N-oxide and x-picoline-N-oxide ( = 2-methvlpyridine-N-oxide) have been observed by means of pulsed microwave spectroscopy. For both molecules, the 14N quadrupole coupling constants have been obtained. For α-picoline-N-oxide. in addition the parameters of the internal rotation motion and the centrifugal distortion constants have been determined.
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Arvanitis, Georgia M., Michael E. Berardini, Darryl Allardice, and Phillip E. Dumas. "Structure of bis(2-pyridine-N-oxide) diselenide and its formation from tetraphenylantimony(V)selenopyridine-N-oxide." Journal of Chemical Crystallography 24, no. 7 (July 1994): 421–23. http://dx.doi.org/10.1007/bf01666088.

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Creary, Xavier, and M. E. Mehrsheikh-Mohammadi. "The pyridine n-oxide group. A potent radical stabilizing function." Tetrahedron Letters 29, no. 7 (January 1988): 749–52. http://dx.doi.org/10.1016/s0040-4039(00)80200-2.

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Lynch, Will, Genevieve Lynch, Kirk Sheriff, and Clifford Padgett. "Structures of substituted pyridine N-oxide with manganese(II) acetate." Acta Crystallographica Section E Crystallographic Communications 74, no. 10 (September 11, 2018): 1405–10. http://dx.doi.org/10.1107/s205698901801232x.

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Manganese(II) acetate coordination polymers have been prepared with three derivatives of pyridine N-oxide. The compounds are catena-poly[manganese(II)-μ3-acetato-di-μ2-acetato-[aquamanganese(II)]-μ2-acetato-μ-(pyridine N-oxide)-manganese(II)-μ3-acetato-μ2-acetato-μ-(pyridine N-oxide)-[aquamanganese(II)]-di-μ2-acetato], [Mn4(CH3COO)8(C5H5NO)2(H2O)2] n , (I), catena-poly[[manganese(II)]-μ3-acetato-μ2-acetato-μ-(2-methylpyridine N-oxide)-[aquamanganese(II)]-di-μ2-acetato-manganese(II)-di-μ2-acetato-μ3-acetato-[aquamanganese(II)]-μ2-acetato-μ-(2-methylpyridine N-oxide)], [Mn4(CH3COO)8(C6H7NO)2(H2O)2] n , (II), and catena-poly[[manganese(II)-di-μ2-acetato-μ-(4-methylpyridine N-oxide)] monohydrate], {[Mn(CH3COO)2(C6H7NO)]·H2O} n , (III). Compounds (I) and (II) both have three unique Mn atoms; in both compounds two of them sit on a crystallographic inversion center while the third is on a general position. In compound (III), the single unique Mn atom sits on a general position. Pseudo-octahedral six-coordinate manganese(II) centers are found in all compounds. All of the compounds form chains of Mn atoms bridged by acetate ions and the oxygen atom of the N-oxide in pyridine N-oxide (PNO), 2-methylpyridine N-oxide (2MePNO), or 4-methylpyridine N-oxide (4MePNO). Compound (I) and (II) both exhibit a bound water of solvation. In (I), the water hydrogen bonds to a nearby acetate whereas in (II) the water molecule forms bridging hydrogen bonds between two neighboring acetates. In compound (III) a water molecule of solvation is found in the lattice, not bound to the metal ion but hydrogen bonding to a bridging acetate.
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Dissertations / Theses on the topic "2-(alkylsulfanyl)pyridine N-oxide"

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Harman, David Grant, and harmandg@hotmail com. "Mechanisms of the Intriguing Rearrangements of Activated Organic Species." The Australian National University. Faculty of Science, 2003. http://thesis.anu.edu.au./public/adt-ANU20031210.143110.

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The β-acyloxyalkyl radical rearrangement has been known since 1967 but its mechanism is still not fully understood, despite considerable investigation. Since the migration of a β-trifluoroacetoxy group generally proceeds more rapidly and with more varied regiochemistry than its less electronegative counterparts, this reaction was studied in the hope of understanding more about the subtleties of the mechanism of the β- acyloxyalkyl radical rearrangement. The mechanism of the catalysed rearrangement of Nalkoxy- 2(1H)-pyridinethiones was also explored because preliminary studies indicated that the transition state (TS) for this process was isoelectronic with TSs postulated for the β-acyloxyalkyl radical and other novel rearrangements. ¶ A kinetic study of the rearrangement of the 2-methyl-2-trifluoroacetoxy-1-heptyl radical in solvents of different polarity was undertaken using a radical clock method. Arrhenius equations for the rearrangement in each solvent were: hexane, log10[kr (s-1)] = 11.8±0.3 – (48.9±0.7)/ θ; benzene, log10[kr (s-1)] = 12.0±0.2 – (43.7±0.8)/ θ; and propionitrile, log10[kr (s-1)] = 11.9±0.2 – (42.0±0.3)/ θ. Rate constants at 75˚C were: hexane, kr = 2.9 × 104; benzene, kr = 2.8 × 105; and propionitrile, kr = 4.0 × 105 s-1. The equilibrium constant for the reversible rearrangement at 80°C in benzene was 15.1
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Sun, Ho-Yan. "Studies on the Mechanism of Direct Arylation of Pyridine N oxides: Evidence for the Essential Involvement of Acetate from the Pd(OAc)2 Pre-Catalyst at the C-H Bond Cleaving Step." Thesis, Université d'Ottawa / University of Ottawa, 2011. http://hdl.handle.net/10393/19760.

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Detailed mechanistic studies on the palladium-catalyzed direct arylation of pyridine N-oxides are presented. The order of each reaction component is determined to provide a general mechanistic picture. The C-H bond cleaving step is examined in further detail through computational studies, and the calculated results are in support of an inner-sphere concerted metallation-deprotonation (CMD) pathway. Competition experiments were conducted using N-oxides of varying electronic characters, and results revealed an enhancement of rate when using a more electron-deficient species which is in support of a CMD transition state. The effect of base on reaction rate was also examined and it was found that a carboxylate base was required for the reaction to proceed. This led to the conclusion that Pd(OAc)2 plays a pivotal role in the reaction mechanism as more than merely a pre-catalyst, but as a source of acetate base required for the C-H bond cleavage step.
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Book chapters on the topic "2-(alkylsulfanyl)pyridine N-oxide"

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Taber, Douglass. "Preparation of Heteroaromatics." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0068.

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Masahiro Yoshida of the University of Tokushima described (Tetrahedron Lett. 2008, 49, 5021) the Pt-mediated rearrangement of alkynyl oxiranes such as 1 to the furan 2. Roman Dembinski of Oakland University reported (J. Org. Chem. 2008, 73, 5881) a related zinc-mediated rearrangement of propargyl ketones to furans. The cyclization of aryloxy ketones such as 3 to the benzofuran 4 developed (Tetrahedron Lett. 2008, 49, 6579) by Ikyon Kim of the Korea Research Institute of Chemical Technology is likely proceeding by a Friedel-Crafts mechanism. Sandro Cacchi and Giancarlo Fabrizi of Università degli Studi “La Sapienza”, Roma, observed (Organic Lett. 2008, 10, 2629) that base converted the enamine 5 to the pyrrole 6. Alternatively, oxidation of 5 with CuBr led to a pyridine. Zhuang-ping Zhuan of Xiamen University prepared (Adv. Synth. Cat. 2008, 350, 2778) pyrroles such as 9 by condensing an alkynyl carbinol 7 with a 1,3-dicarbonyl compound. Richard C. Larock of Iowa State University found (J. Org. Chem. 2008, 73, 6666) that combination of an alkynyl ketone 10 with 11 followed by oxidation with I-Cl led to the pyrazole 12. The “click” condensation of azides with alkynes, leading to the 1,4-disubstituted 1,2,3- triazole, has proven to be a powerful tool for combinatorial synthesis. Valery V. Fokin of Scripps/La Jolla and Zhenyang Lin and Guochen Jia of the Hong Kong University of Science and Technology have developed (J. Am. Chem. Soc. 2008, 130, 8923) a complementary approach, using Ru catalysts to prepare 1,5-disubstituted 1,2,3- triazoles. Remarkably, internal alkynes participate, and, as in the conversion of 13 to 15, propargylic alcohols direct the regioselectivity of the cycloaddition. A variety of methods have been put forward for functionalizing pyridines. Sukbok Chang of KAIST described (J. Am. Chem. Soc. 2008, 130, 9254) the direct oxidative homologation of a pyridine N -oxide 16 to give the unsaturated ester 18. Jonathan Clayden of the University of Manchester observed (Organic Lett. 2008, 10, 3567) that metalation of 19 gave an anion that rearranged to 20 with complete retention of enantiomeric excess. Shigeo Katsumura of Kwansei Gakuin University developed (Tetrahedron Lett. 2008, 49, 4349) an intriguing three-component coupling, combining 21, 22, and methanesulonamide 23 to give the pyridine 24.
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