Addition-hydroamination reactions of propargyl cyanamides: rapid access to highly substituted 2-aminoimidazoles.
A valuable pharmacophore, the 2-aminoimidazole moiety, can be accessed with a variety of substitution patterns through an addition-hydroamination-isomerization sequence (see scheme; R(1),R(4),R(5)=alkyl; R(3)=alkyl, aryl; R(2)=H, alkyl, aryl). The synthesis of the propargyl cyanamide precursors through a three-component coupling enables the preparation of this important heterocyclic core structure in just three steps.
Giles
Robert L
RL
Department of Chemistry, University of Utah, Salt Lake City, UT 84112, USA.
Sullivan
John D
JD
Steiner
Andrew M
AM
Looper
Ryan E
RE