Cyclopropylamine has been shown to undergo an unprecedented ring opening under acidic conditions to form a propyl iminium ion. The iminium ion can be trapped by other nitrogen nucleophiles or cyclopropylamine. The reaction of the iminium ion with cylcopropylamine forms an enamine and reacts with another iminium ion to ultimately produce a conjugated imine. The conjugated imine has been thoroughly characterized and reactions with other reagents is presented.

Proton activated reactions of cyclopropylamine

253rd National Meeting (2017)

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