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Baeyer-Villiger Rearrangement of a Substituted Pyrrole by Oxone.


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.

SUBMITTER: Kao JP 

PROVIDER: S-EPMC4041875 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

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Baeyer-Villiger Rearrangement of a Substituted Pyrrole by Oxone.

Kao Joseph P Y JP   Muralidharan Sukumaran S   Zavalij Peter Y PY   Fletcher Steven S   Xue Fengtian F   Rosen Gerald M GM  

Tetrahedron letters 20140501 19


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

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