A facile procedure for synthesis of 3-[2-(N,N-dialkylamino)ethyl]-3-fluorooxindoles by direct fluorination of N,N-dialkyltryptamines

被引：23

作者：

Seki, Takayuki ^{[1
]}

Fujiwara, Tomoya ^{[1
]}

Takeuchi, Yoshio ^{[1
]}

机构：

[1] Toyama Univ, Grad Sch Med & Pharmaceut Sci Res, Toyama 9300194, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2011年 / 132卷 / 03期

关键词：

Fluorination; Oxindole; N; N-Dialkyltryptamine; Selectfluor (TM); Lewis acid; NONREARRANGED MONOTERPENOID UNIT; SIMPLE INDOLE ALKALOIDS; 2-ARYL-2-FLUOROPROPIONIC ACIDS; ELECTROPHILIC FLUORINATION; ANALOGS; OXIDATION; DEMETHYLATION; SEROTONIN; 3-FLUOROOXINDOLES; METABOLITES;

D O I：

10.1016/j.jfluchem.2010.12.014

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A practical procedure for the synthesis of 3-fluorooxindole derivatives having basic amine moieties was developed, which involves Selectfluor (TM)-mediated oxidative fluorination of N,N-dialkyltryptamines in the presence of Lewis acid. This procedure was applied to an antimigraine drug, rizatriptan, to afford the corresponding 3-fluorooxindole, which is a potential fluorine-containing drug candidate. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：181 / 185

页数：5

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