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

Citation
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
Citations number
6
Journal title
ISSN journal
10665285
Volume
46
Issue
11
Year of publication
1997
Pages
1916 - 1919
Database
ISI
SICI code
1066-5285(1997)46:11<1916:OROA-5>2.0.ZU;2-E
Abstract
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.