823821-72-3Relevant academic research and scientific papers
Mild and regioselective straightforward synthesis of isomelatonin analogues
Zakurdaev, Eugene P.,Balenkova, Elizabeth S.,Nenajdenko, Valentine G.
, p. 213 - 215 (2006)
A mild and regioselective strategy for 3-arylisomelatonins, compounds with prominent potential use as ligands for melatonin receptors, is developed.
Convenient synthesis of melatonin analogues: 2- and 3-substituted -N-acetylindolylalkylamines
Nenajdenko, Valentine G.,Zakurdaev, Eugene P.,Prusov, Eugene V.,Balenkova, Elizabeth S.
, p. 11719 - 11724 (2007/10/03)
A new method for the synthesis of 2- and 3-substituted indolylalkylamides, derivatives of melatonin, from arylhydrazines and amidoketones by the Fischer reaction was elaborated. The amidoketones can be easily prepared from cyclic imines by reaction with acylpyridinium chloride. This method is a one-step synchronous creation of the selected alkylamide fragment and the indole core. Variation of the arylhydrazines create the desired substituents in the carbocycle of indolylalkylamides and suitable choice of amidoketone can direct the amidoalkyl chain to the 2- or 3-position of the indole. Graphical Abstract
