Relevant bibliographies by topics / Solvolytic rearrangement

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  2. Dissertations / Theses
  3. Books
  4. Book chapters

Academic literature on the topic 'Solvolytic rearrangement'

Author: Grafiati
Published: 5 June 2025
Last updated: 1 August 2025

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Journal articles on the topic "Solvolytic rearrangement"

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Popsavin, Velimir, Mirjana Popsavin, and Dusan Miljkovic. "S-O acetyl rearrangement in 6-thio-D-glucose derivatives." Journal of the Serbian Chemical Society 83, no. 12 (2018): 1297–303. http://dx.doi.org/10.2298/jsc180811075p.

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The solvolytic reaction of 1,2-O-isopropylidene-3,6-di-O-(p-toluenesulphonyl)- ?-D-glucofuranose (2), as well as that of 6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-toluenesulphonyl)-?-D-glucofuranose (3), in the presence of potassium thioacetate unexpectedly gave the 6-S-acetyl-5-O-acetyl derivative 5 as the main reaction product. A possible mechanism of these transformations was postulated whereby the main role was ascribed to a neighbouring group participation process, involving hydrogen thio-orthoester formation as an intermediate. The regiospecific monosubstitution of the 6-tosyloxy grou
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2

Ronald, Robert C., Suzanne M. Ruder, and Thomas S. Lillie. "Solvolytic hydroperoxide rearrangements IV. Selective rearrangement of spiro[5,2]octan-4-ol." Tetrahedron Letters 28, no. 2 (1987): 131–34. http://dx.doi.org/10.1016/s0040-4039(00)95667-3.

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3

Della, EW, GM Elsey, and G. Skouroumounis. "Rearrangement of Substituted Bicyclo[2.1.1]hex-2-yl Mesylates Under Solvolytic Conditions." Australian Journal of Chemistry 43, no. 7 (1990): 1231. http://dx.doi.org/10.1071/ch9901231.

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When heated in formic acid, methyl 2-mesyloxybicyclo[2.1.1]hexane-2-carboxylate (3) ionizes significantly faster than expected and yields the rearranged isomer (6) essentially quantitatively. The latter, on the other hand, solvolyses at a much reduced rate. These data are interpreted as evidence for the presence in the ester of a favourable mesomeric interaction which largely offsets an otherwise destabilizing inductive effect when the ester is attached to a carbocationic centre. The corresponding cyano mesylates (8) and (29) were found to behave in an analogous manner when exposed to the solv
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4

Jarvis, Bruce B., M. Estela Alvarez, G. Wang, and Herman L. Ammon. "Solvolytic cyclization of 4,15-anhydroverrucarol. A facile trichothecene-10,13-cyclotrichothecene rearrangement." Journal of Organic Chemistry 54, no. 19 (1989): 4493–94. http://dx.doi.org/10.1021/jo00280a008.

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5

Kruper, William J., and Albert H. Emmons. "Synthesis of .alpha.-halocinnamate esters via solvolytic rearrangement of trichloroallyl alcohols." Journal of Organic Chemistry 56, no. 10 (1991): 3323–29. http://dx.doi.org/10.1021/jo00010a027.

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6

KRUPER, W. J. JUN, та A. H. EMMONS. "ChemInform Abstract: Synthesis of α-Halocinnamate Esters via Solvolytic Rearrangement of Trichloroallyl Alcohols." ChemInform 22, № 39 (2010): no. http://dx.doi.org/10.1002/chin.199139087.

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7

Lee, Choi Chuck, and Dave Wanigasekera. "Solvolytic rearrangement studies with (E)- and (Z)-2-anisyl-1,2-ditolyl[2-13C]vinyl bromides." Canadian Journal of Chemistry 65, no. 5 (1987): 933–40. http://dx.doi.org/10.1139/v87-158.

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Reaction of (E,Z)-or (E)-2-anisyl-1,2-ditolyl[2-13C]vinyl bromides ((E,Z)- or (E)-6-Br-2-13C) with HOAc–AgOAc gave a 1:1 mixture of (E)- and (Z)-2-anisyl-1,2-ditolyl[1,2-13C]vinyl acetates ((E,Z)-6-OAc-1,2-13C), with about 37.4% scrambling of the label from C-2 to C-1 arising from degenerate 1,2-anisyl shifts in the 2-anisyl-1,2-ditolyl[2-13C]vinyl cation (6-2-13C). No detectable amount of 1-anisyl-2,2-ditolylvinyl acetate was formed, indicating no nondegenerate 1,2-tolyl shift in cation 6 to give the more stable 1 -anisyl-2,2-ditolylvinyl cation (10) in the reaction with HOAc–AgOAc. Reaction
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8

THIBBLIN, A. "ChemInform Abstract: Ion Pairs and Ion-Molecule Pairs in Solvolytic Substitution, Elimination and Rearrangement Reactions." ChemInform 26, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.199546281.

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9

Lee, Choi Chuck, and Dave Wanigasekera. "Solvolytic rearrangement studies with 14C or 13C labeled (E)- and (Z)-1,2-diphenyl-2-tolylvinyl bromides." Canadian Journal of Chemistry 64, no. 6 (1986): 1228–34. http://dx.doi.org/10.1139/v86-204.

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The reaction of (E)-, (Z)-, or a 2:3 mixture of (E)- and (Z)-1,2-diphenyl-2-tolyl[2-14C]vinyl bromide ((E)-, (Z)-, or (E,Z)-3-Br-2-14C) in HOAc–AgOAc gave a 1:1 mixture of the structurally unrearranged but isotopically scrambled (E)- and (Z)-1,2-diphenyl-2-tolyl[1,2-14C]vinyl acetates ((E,Z)-3-OAc-1,2-14C), with an average of 18.3% scrambling of the 14C label from C-2 to C-1 arising from 1,2-tolyl shifts in the 1,2-diphenyl-2-tolylvinyl cation (3). No detectable amount of the structurally rearranged 2,2-diphenyl-1-tolylvinyl acetate (4-OAc) was formed. Solvolysis of (E,Z)-3-Br-2-14C in TFE-2,6
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10

Ue, Masaki, Teruhisa Nagashima, Masahiko Kinugawa, et al. "Solvolytic Rearrangement of 5,6-Polymethylenebicyclo[4.2.0]octan-2-cl Derivatives to Functionalized Polymethylenebicyclo[3.2.1]- and [3.3.0]octanes." Chemistry Letters 17, no. 9 (1988): 1521–22. http://dx.doi.org/10.1246/cl.1988.1521.

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Dissertations / Theses on the topic "Solvolytic rearrangement"

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Tate, Joseph Andrew. "O-aryl imidates, isoureas and thiocarbamates." Thesis, University of Edinburgh, 2016. http://hdl.handle.net/1842/20976.

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Phenols are some of the most readily available and easily elaborated aromatic compounds, but the strength of the CAr-O bond hampers their conversion to highly sought CAr-N, CAr-S and CAr-C analogues. Attempts have therefore been made to establish new protocols for achieving such transformations by derivatising phenols with suitable CAr-O bond activating groups. In particular, investigations have focussed on the development of reactions with the potential to enable phenols to be conveniently converted to anilines. Towards this goal, the synthesis of O-aryl trihaloacetimidates was investigated w
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2

Chamseddine, Yssam. "Sondes mecanistiques chirales et/ou regioselectivement deuteriees : application a l'etude de quelques processus de substitution nucleophile." Paris 6, 1988. http://www.theses.fr/1988PA066133.

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Books on the topic "Solvolytic rearrangement"

1

Phanstiel, Otto. The effect of a single fluorine substituent on the [1,5] homodienyl hydrogen shift, the solvolytic ring-opening of bromocyclopropane, and the [1,3] carbon shift of 6-methylenebicyclo[3.2.0]hept-2-ene. 1988.

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Book chapters on the topic "Solvolytic rearrangement"

1

Okuyama, Tadashi, and Howard Maskill. "Rearrangement Reactions involving Polar Molecules and Ions." In Organic Chemistry. Oxford University Press, 2013. http://dx.doi.org/10.1093/hesc/9780199693276.003.0022.

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This chapter focuses on the [1,2] sigmatropic rearrangements. It shows how 1,2-shifts in carbenium ion intermediates in solvolytic reactions, for example, can be considered as [1,2] sigmatropic rearrangements, and (consequently) related to concerted sigmatropic rearrangements of nonpolar compounds. The MO description of these simple 1,2-shifts in carbenium ions can be extended to describe the rearrangement steps in more complicated multistep heterolytic reactions. The chapter also details the catalysed rearrangement of carbonyl compounds involving 1,2-shifts, then investigates the 1,2-shifts f
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Lambert, Tristan H. "Functional Group Interconversion." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0004.

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Chaozhong Li of the Shanghai Institute of Organic Chemistry reported (J. Am. Chem. Soc. 2012, 134, 10401) the silver nitrate catalyzed decarboxylative fluorination of carboxylic acids, which shows interesting chemoselectivity in substrates such as 1. A related decarboxylative chlorination was also reported by Li (J. Am. Chem. Soc. 2012, 134, 4258). Masahito Ochiai at the University of Tokushima has developed (Chem. Commun. 2012, 48, 982) an iodobenzene-catalyzed Hofmann rearrangement (e.g., 3 to 4) that proceeds via hypervalent iodine intermediates. The dehydrating agent T3P (propylphosphonic
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