608535-28-0Relevant academic research and scientific papers
N-Acylation of 4-alkylidene-β-lactams: Unexpected results
Cainelli, Gianfranco,Giacomini, Daria,Gazzano, Massimo,Galletti, Paola,Quintavalla, Arianna
, p. 6269 - 6272 (2003)
This paper describes the different reactivity of E- and Z-4-alkylidene-β-lactams in acylation reactions under basic conditions. The E isomer is readily acylated, whereas the Z reacted sluggishly rearranging to the corresponding oxazin-6-one. The N-acylation of Z isomers was successfully obtained with oxalyl- or malonyl chlorides in benzene at reflux.
