The general scheme of formation of captodative carbonyl-bearing aminoalkenes
Mechanistic study of multi-step nucleophilic substitution for trifluoromethylated styrenes
Scheme 1
Thus, the formation of captodative carbonyl-bearing aminoalkenes is a multi-step (Ad-SN2-E) process and occurs via nucleophilic addition of one equivalent of amine to the activated double bond of the initial substrate, followed by classical substitution of the halogen atom at the sp3-carbon center by second amine equivalent and finally a the sp3-carbon center by second amine equivalent and finally an elimination of b-amine to produce captodative enamine derivative (Scheme 1) [2a].
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