OXIDATIVE REACTIONS OF AZINES - 5 - KETODIHYDROXYLATION AND COUPLING OF 4-(GAMMA-PYRIDYL)-1,2,5,6-TETRAHYDROPYRIDINES WITH ACETONE - MOLECULAR AND CRYSTAL-STRUCTURE OF DIHYDROXY-4-(GAMMA-PYRIDYL)-1-ETHYLPIPERIDIN-2-ONE
At. Soldatenkov et al., OXIDATIVE REACTIONS OF AZINES - 5 - KETODIHYDROXYLATION AND COUPLING OF 4-(GAMMA-PYRIDYL)-1,2,5,6-TETRAHYDROPYRIDINES WITH ACETONE - MOLECULAR AND CRYSTAL-STRUCTURE OF DIHYDROXY-4-(GAMMA-PYRIDYL)-1-ETHYLPIPERIDIN-2-ONE, Russian chemical bulletin, 46(11), 1997, pp. 1916-1919
Oxidative coupling of zyl)-4-(gamma-Pyridyl)-1,2,5,6-tetrahydropyridin
es with acetone in the presence of KMnO4 follows two pathways and yiel
ds both 1-R-2-(acetylmethylene)tetrahydropyridines and 1-R-3,4-dihydro
xypiperidin-2-ones. When acetonitrile is used instead of acetone, the
reaction under similar conditions occurs as selective ketodihydroxylat
ion of the starting piperideines yielding 1-R-3,4-dihydroxy-4(gamma-Py
ridyl)piperidin-2-ones . The molecular and crystal structures of one o
f these products (R = Et) was studied by X-ray diffraction analysis.