48230-16-6Relevant academic research and scientific papers
Dicationic electrophiles from olefinic amines in superacid
Zhang, Yun,McElrea, Aaron,Sanchez Jr., Gregorio V.,Do, Dat,Gomez, Alma,Aguirre, Sharon L.,Rendy, Rendy,Klumpp, Douglas A.
, p. 5119 - 5122 (2003)
This paper describes the superacid-catalyzed chemistry of olefinic amines and related compounds. A variety of olefinic amines are found to react with benzene in CF3SO3H (triflic acid) to give addition products in good yields (75-99%), including the pharmaceutical agents fenpiprane and prozapine. A general mechanism is proposed that invokes the formation of reactive, dicationic electrophiles and the direct observation of a diprotonated species is reported from low-temperature NMR experiments. This chemistry is also used to conveniently prepare functionalized polystyrene beads having pendant amine groups.
