4.4 Article

Baeyer-Villiger rearrangement of a substituted pyrrole by Oxone

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 19, Pages 3111-3113

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.04.004

Keywords

Pyrrole; Pyrroloxyl; Vilsmeier-Haack; Baeyer-Villiger

Funding

  1. U.S. National Institutes of Health [GM056481, EB 2034]

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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. (C) 2014 Elsevier Ltd. All rights reserved.

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