Tetrahedron

Convenient synthesis of melatonin analogues: 2-and 3-substituted-N-acetylindolylalkylamines

VG Nenajdenko, EP Zakurdaev, EV Prusov…

Index: Nenajdenko, Valentine G.; Zakurdaev, Eugene P.; Prusov, Eugene V.; Balenkova, Elizabeth S. Tetrahedron, 2004 , vol. 60, # 51 p. 11719 - 11724

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Citation Number: 37

Abstract

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 ...