Cd. Apostolopoulos et al., RING-CHAIN TRANSFORMATION OF GAMMA-KETO-DELTA-CROTONOLACTONES - A CONVENIENT SYNTHESIS OF 1,4-PIPERAZINONES, 1,4-THIAZINONES AND 1,4-DIAZEPINONES, Journal of heterocyclic chemistry, 33(3), 1996, pp. 703-708
A new procedure for the efficient synthesis of 1,4-piperazinones, 1,4-
thiazinones and 1,4-diazepinones is presented. The reaction is based o
n a ring chain transformation of gamma-keto-delta-crotonolactones indu
ced by 1,2- or 1,3-diamino- (or thiamino-) binucleophiles. The reactio
n sequence of this transformation is also discussed.