Reactions of 2-halo-2-alkenals R ''(R')C=CX-CHO with secondary amines
R(2)NH occur as ipso-substitution of the halogen atom, along with frag
mentation and condensation, yielding 1,2-diaminoethenes R(2)NCH=CHNR(2
), carbonyl compounds R '' C(O)R', 1,3-bis(amino)-2-haloolefins R ''(R
')C(NR(2))CX=CHNR(2), and formamides R(2)NCHO. The ratio between the c
ompeting reactions depends on the structure of the starting compounds
and the experimental conditions.