Simple Synthesis of Some 2-Substituted Melatonin Derivatives

被引：8

作者：

Lozinskaya, Natalia A. ^{[1
]}

Sosonyuk, Sergey E. ^{[1
]}

Volkova, Maria S. ^{[1
]}

Seliverstov, Michael Yu. ^{[1
]}

Proskurnina, Marina V. ^{[1
]}

Bachurin, Sergey E. ^{[1
]}

Zefirov, Nikolay S. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia

来源：

SYNTHESIS-STUTTGART | 2011年 / 02期

关键词：

indoles; melatonin derivatives; reductions; medicinal chemistry; ANALOGS;

D O I：

10.1055/s-0030-1258361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple strategy for the synthesis of some 2-substituted melatonin derivatives using p-anisidine as starting material is reported. The key step is a chemoselective reduction of a cyano group in the presence of an appropriate acid anhydride by hydrogenation over Adams' catalyst or with sodium borohydride in the presence of catalytic amounts of anhydrous nickel(II) chloride. The 2-substituted melatonin derivatives were obtained in six or seven steps from inexpensive p-anisidine in 9-13% overall yield.

引用

页码：273 / 276

页数：4

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