1316845-07-4Relevant articles and documents
Diversity-oriented silver(i)-mediated synthesis of spiro-2-aminoimidazoles
Pereshivko, Olga P.,Peshkov, Vsevolod A.,Ermolatev, Denis S.,Van Hove, Sofie,Van Hecke, Kristof,Van Meervelt, Luc,Van Der Eycken, Erik V.
, p. 1587 - 1594 (2011/06/23)
A diversity-oriented protocol giving access to a novel class of spiro-cyclic guanidine derivatives is described. The copper(I)-catalyzed, three-component coupling of a ketone, an alkyne and a primary amine (KA 2-coupling) provides the required secondary propargylamines and assures the generation of diversity. The key step of the protocol, a silver(I)-mediated tandem guanylation of secondary propargylamines followed by an intramolecular heterocyclization, provides the target bis-Boc-protected-2- iminoimidazolines spiro-fused with a five-, six- or seven-membered (heterocyclic) ring, which could, in most cases, be further deprotected to the spiro-2-aminoimidazoles. Georg Thieme Verlag Stuttgart · New York.
