Melatonin Receptor Antagonist Luzindole: A Facile New Synthesis

摘要

A new, convenient and high yield route to luzindole, the most commonly used melatonin receptor antagonist, isndescribed. The new method involves the Sonogashira coupling reaction between 2-iodoaniline and 3-phenyl-1-propynenfollowed by cyclisation of the adduct formed, C-3 indole nitroolefination with 1-(dimethylamino)-2-nitroethylene/TFA,nreduction to the respective tryptamine and finally acetylation