Literature DB >> 24910476

Baeyer-Villiger Rearrangement of a Substituted Pyrrole by Oxone.

Joseph P Y Kao1, Sukumaran Muralidharan2, Peter Y Zavalij3, Steven Fletcher4, Fengtian Xue4, Gerald M Rosen5.   

Abstract

Pyrroloxyls have been reported to exhibit very narrow EPR spectral lines, essential for in vivo imaging. En route to pyrroloxyls, we observed an unexpected Baeyer-Villiger rearrangement, leading to loss of aromaticity and formation of a 4,5-dihydro-1H-ketopyrrole.

Entities:  

Keywords:  Baeyer-Villiger; Vilsmeier-Haack; pyrrole; pyrroloxyl

Year:  2014        PMID： 24910476      PMCID： PMC4041875          DOI： 10.1016/j.tetlet.2014.04.004

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  Quantitative tumor oxymetric images from 4D electron paramagnetic resonance imaging (EPRI): methodology and comparison with blood oxygen level-dependent (BOLD) MRI.

Authors:  Martyna Elas; Benjamin B Williams; Adrian Parasca; Colin Mailer; Charles A Pelizzari; Marta A Lewis; Jonathan N River; Gregory S Karczmar; Eugene D Barth; Howard J Halpern
Journal:  Magn Reson Med       Date:  2003-04       Impact factor: 4.668

2.  Noninvasive measurement of the pH inside the gut by using pH-sensitive nitroxides. An in vivo EPR study.

Authors:  B Gallez; K Mäder; H M Swartz
Journal:  Magn Reson Med       Date:  1996-11       Impact factor: 4.668

3.  Oxymetry deep in tissues with low-frequency electron paramagnetic resonance.

Authors:  H J Halpern; C Yu; M Peric; E Barth; D J Grdina; B A Teicher
Journal:  Proc Natl Acad Sci U S A       Date:  1994-12-20       Impact factor: 11.205

4.  Interaction of radical pairs through-bond and through-space: scope and limitations of the point-dipole approximation in electron paramagnetic resonance spectroscopy.

Authors:  Christoph Riplinger; Joseph P Y Kao; Gerald M Rosen; Velavan Kathirvelu; Gareth R Eaton; Sandra S Eaton; Andrei Kutateladze; Frank Neese
Journal:  J Am Chem Soc       Date:  2009-07-29       Impact factor: 15.419

5.  Site-directed electrostatic measurements with a thiol-specific ph-sensitive nitroxide: differentiating local pK and polarity effects by high-field EPR.

Authors:  Alex I Smirnov; Andres Ruuge; Vladimir A Reznikov; Maxim A Voinov; Igor A Grigor'ev
Journal:  J Am Chem Soc       Date:  2004-07-28       Impact factor: 15.419

6.  Facile oxidation of aldehydes to acids and esters with Oxone.

Authors:  Benjamin R Travis; Meenakshi Sivakumar; G Olatunji Hollist; Babak Borhan
Journal:  Org Lett       Date:  2003-04-03       Impact factor: 6.005

7.  Measurement of differences in pO2 in response to perfluorocarbon/carbogen in FSa and NFSa murine fibrosarcomas with low-frequency electron paramagnetic resonance oximetry.

Authors:  H J Halpern; C Yu; M Peric; E D Barth; G S Karczmar; J N River; D J Grdina; B A Teicher
Journal:  Radiat Res       Date:  1996-05       Impact factor: 2.841

8.  Ethyl 2,5-di-tert-butyl-5-eth-oxy-4-oxo-4,5-di-hydro-1H-pyrrole-3-carboxyl-ate.

Authors:  Gerald M Rosen; Sukumaran Muralidharan; Peter Y Zavalij; Steven Fletcher; Joseph P Y Kao
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-05-11
  8 in total
  1 in total

Review 1.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883
  1 in total

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