N-ALKENYL-3,5-PYRAZOLIDINEDIONES FROM KETONE HYDRAZONES, PCL3 AND MALONIC-ACID

Citation
G. Baccolini et M. Gianelli, N-ALKENYL-3,5-PYRAZOLIDINEDIONES FROM KETONE HYDRAZONES, PCL3 AND MALONIC-ACID, Tetrahedron, 51(34), 1995, pp. 9487-9492
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
34
Year of publication
1995
Pages
9487 - 9492
Database
ISI
SICI code
0040-4020(1995)51:34<9487:NFKHPA>2.0.ZU;2-Z
Abstract
The title compounds 3, a new series of 3,5-pyrazolidinediones, have be en synthesized at room temperature by a one-pot reaction between keton e hydrazone 1, PCl3 and malonic acid. Changing the order of addition o f reagents, or their simultaneous addition, gave identical results. In all me procedures the yields are good and in the cases a,b,c and g th e E-alkenyl isomer was obtained as the exclusive isomer. A dual mechan ism which depends on the order of addition of the reactants is hypothe sised.