Unusual C=C bond migration in 3-ylidene-2,5-piperazinediones

Authors
Jin, SD Wessig, P Liebscher, J
Citation
Sd. Jin et al., Unusual C=C bond migration in 3-ylidene-2,5-piperazinediones, EUR J ORG C, (10), 2000, pp. 1993-1999
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
10
Year of publication
2000
Pages
1993 - 1999
Database
ISI
SICI code
1434-193X(200005):10<1993:UCBMI3>2.0.ZU;2-A
Abstract
Treatment of 3-alkylidene or 3-benzylidene-2,5-piperazinediones 6 with cata lytic amounts of acid gives rise to the formation of isomers 7 by migration of the C=C bond into the alkyl substituent at position 6, or results in mi xtures of racemic 7 and E isomers 8. The existence of tautomeric equilibria is discussed.