Abstract
A one-pot synthesis for the preparation of N-alkenyl-malonamides and N-alkenyl-thiomalonamides was developed. 5-[Hydroxy/mercapto(aryl/alkylamino)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione act as a source of ketenes that react with the tautomeric form of alkyl-(2-phenyl-propylidene)-amines. A possible [2 + 2] or [4 + 2] cycloaddition product of ketene to imines was not observed.
GRAPHICAL ABSTRACT
ACKNOWLEDGMENT
Scientific work was financed from Funds for Science in 2010–2011 as research project NN204 088338.
Notes
a 1 eq of 2a was used.
b 4 eq of 2a was used.
c 1 eq of 2a was used and the reaction mixture was saturated with HCl.
d 1.5 eq of TMS-Cl was added.