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
收藏
页码：181 / 185
页数：5
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