Premium
Addition–Hydroamination Reactions of Propargyl Cyanamides: Rapid Access to Highly Substituted 2‐Aminoimidazoles
Author(s) -
Giles Robert L.,
Sullivan John D.,
Steiner Andrew M.,
Looper Ryan E.
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200900160
Subject(s) - hydroamination , propargyl , chemistry , organic chemistry , catalysis
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.