Aliphatic Amino Azides as Key Building Blocks for Efficient Polyamine Syntheses

Article abstract of DOI:10.1021/jo00066a028

New routes to open-chain polyamines have been developed using aliphatic amino azides as common precursors for the construction of the carbon-nitrogen framework.These α,ω-diaminoalkane synthetic equivalents were combined with (ω-halogenalkyl)dichloroboranes to extend the polyamine chain from the azido moiety.An extension from the free amino group can also be achieved via a Michael type addition with acrylonitrile or a reductive amination with a γ-azido ketone.Further transformations led to a large variety of regioselectively C- or (and) N-substituted polyamines.