A novel and efficient synthesis of 3-fluorooxindoles from indoles mediatedby Selectfluor

Authors
Takeuchi, Y Tarui, T Shibata, N
Citation
Y. Takeuchi et al., A novel and efficient synthesis of 3-fluorooxindoles from indoles mediatedby Selectfluor, ORG LETT, 2(5), 2000, pp. 639-642
Citations number
55
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
5
Year of publication
2000
Pages
639 - 642
Database
ISI
SICI code
1523-7060(20000309)2:5<639:ANAESO>2.0.ZU;2-G
Abstract
[GRAPHICS] Treatment of several 3-substituted indoles, including derivatives of trypto phan and serotonin, with commercially available Selectfluor in acetonitrile /water furnished 3-substiuted 3-fluorooxindoles in good to high yields. Sin ce 3-fluorooxindoles obtained are sterically similar to both oxindoles and 3-hydroxyoxindoles, they should be useful as probes for investigating the e nzymatic mechanism of indole biosynthesis and metabolism.