72158-52-2Relevant academic research and scientific papers
N-Oxides and Related Compounds. Part 60. Novel Thermal and Photochemical Rearrangements of N-Substituted 2-Pyridones
Katritzky, Alan R.,Chapman, Andrew V.,Cook, Michael J.,Millet, George H.
, p. 2743 - 2754 (2007/10/02)
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.
