Dimedone and its enamine derivatives in synthesis: reaction of 2,2-dibromo dimedone with ethyl bromoacetate and diethyl malonate [2]

[3 + 2] dipolar cycloaddition of 2,2-dibromodimedone and arylidenanilines did not give the expected adduct. Instead, the tetrasubstituted ethylenes were obtained. On the other h and, cyclocondensation of enaminodimedones with 1,2- and 1,3-bielectrophilic esters [viz. Ethyl bromoacetate and diethyl malonate] was described. IR, PMR, 13C-NMR and mass spectra were used to establish the chemical constitution of the products