Condensation of fluoroalkyl-containing 1,3-dicarbonyl compounds with ethylenediamine

Article abstract of DOI:10.1016/S0022-1139(00)81181-1

2,3-Dihydro-1H-1,4-diazepines have been prepared by the direct interaction of fluoroalkylated 1,3-diketones with ethylenediamine hydroperchlorate; similarly, 1,2,3,4-tetrahydro-1,4-diazepine-5-ones have been obtained from fluorinated 1,3-keto esters.Under mild conditions, fluorinated copper(II) 1,3-diketonates, and coper(II) and nickel(II)N,N'-ethylenebis(aminovinyl ketonates) were found to react with ethylenediamine to form fluoroalkyl-containig N,N'-ethylenebis(aminovinyl ketones) and/or 2,3-dihydro-1H-1,4-diazepines.