Melatonin Receptor Antagonist Luzindole: A Facile New Synthesis

Author(s): Andrew Tsotinis, Pandelis A. Afroudakis.

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 6 , 2008

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Abstract:

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

Keywords: Luzindole, melatonin receptor antagonist, ortho-alkynylanilines, nitroolefination, 2-benzyltryptamides

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Article Details

VOLUME: 5
ISSUE: 6
Year: 2008
Page: [507 - 509]
Pages: 3
DOI: 10.2174/157017808785740561
Price: $65

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