1197210-98-2Relevant academic research and scientific papers
Exploring the synthetic utility of 1-alkynylimidazoles: Regiocontrolled cyclization to diverse imidazoazines and imidazoazoles
Laroche, Christophe,Gilbreath, Bradford,Kerwin, Sean M.
, p. 4534 - 4539 (2014/06/10)
Regiocontrolled cyclizations involving alkynes have utility in the formation of diverse heterocyclic systems. Here we report the participation of model 1-alkynylimidazoles in intramolecular hydroalkoxylation and hydroamination reactions leading to diverse imidazoazine and imidazoazole ring systems. In many cases, the preference for 5-exo-dig or 6-endo-dig cyclization can be controlled by variations in reaction conditions. This work establishes 1-alkynylimidazoles as versatile intermediates in the synthesis of a wide variety of fused-imidazole heterocycles.
Efficient, regioselective access to bicyclic imidazo[1,2-x]- heterocycles via gold- and base-promoted cyclization of 1-alkynylimidazoles
Laroche, Christophe,Kerwin, Sean M.
supporting information; experimental part, p. 9229 - 9232 (2010/03/01)
(Chemical Equation Presented) Reactions of 1-alkynylimidazoles involving the formation of their 2-lithio derivatives followed by addition of aldehydes or ketones are presented. The method gives access to 1-alkynyl-2-(hydroxymethyl) imidazoles which underg
