SYNTHESIS OF 6-HYDROXY-5,6-DIHYDRO-2-PYRONES AND -PYRIDONES BY REACTION OF 4-ARYL-6-TRIFLUOROMETHYL-2-PYRONES WITH WATER, HYDRAZINE, AND HYDROXYLAMINE
DOI:
https://doi.org/10.1007/4066Keywords:
2-pyrones, 5, 6-dihydro-2-pyridones, 6-dihydro-2-pyrones, ANRORC rearrangementAbstract
Reactions of 4-aryl-6-trifluoromethyl-2H-pyran-2-ones with sodium hydroxide followed by acidification provided the respective 6-hydroxy-5,6-dihydro derivatives, while the reactions of 4-aryl-6-trifluoromethyl-2H-pyran-2-ones with hydrazine and hydroxylamine were accompanied by rearrangement to N-substituted 6-hydroxy-5,6-dihydro-2-pyridones.
Authors: Sergey A. Usachev*, Boris I. Usachev, Vyacheslav Ya. Sosnovskikh