Issue 0, 1980
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

N-oxides and related compounds. Part 60. Novel thermal and photochemical rearrangements of N-substituted 2-pyridones

Alan R. Katritzky,   Andrew V. Champman,   Michael J. Cook  and  George H. Millet  

Abstract

Examples of four novel rearrangements of derivatives of 1-hydroxy-4,6-diphenyl-2-pyridone are reported: all involve N–O fission and formation of 3-substituted or both 3- and 5-substituted-4,6-diphenyl-2-pyridones. (a) 1-OCH2CH2R (R = vinyl or phenyl) compounds give 3-CH2R (R = vinyl or phenyl) derivatives with elimination of CH2O. (b) The 1-octyloxy-compound gives the 3-octyloxy-derivative by simple transposition. (c) 1-Acyloxy-compounds form the corresponding 3- and 5-acyloxy-2-pyridones. (d) 1-Imidoyloxy-compounds yield the rearranged 3-and 5-amido-2-pyridones. The mechanisms probably all involve homolytic N–O fission.

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Article information

DOI
https://doi.org/10.1039/P19800002743
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 2743-2754

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N-oxides and related compounds. Part 60. Novel thermal and photochemical rearrangements of N-substituted 2-pyridones

A. R. Katritzky, A. V. Champman, M. J. Cook and G. H. Millet, J. Chem. Soc., Perkin Trans. 1, 1980, 2743 DOI: 10.1039/P19800002743

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