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Selenium dioxide oxidation of 3-methyl-4,5,6,7-tetrafluoroindoles: an efficient route to tetrafluoro analogs of 3-formyl and 3-acetoxymethylindole systems

✍ Scribed by Makoto Fujita; Iwao Ojima


Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
248 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis


smary : Selenium dioxide oxidations of 3-methyl-4,5,6,7-tetrafluoroindoles gave S-formy or 3-acetoxymethyltetrafluoroindoles in unexpectedly high selectivities, which turned out to serve as useful intermediates for the syntheses of tetrafluoro analogs of tryptophan, tryp-tam&e and indole acetic acid. Recently, it has been shown that fluorinated analogs of naturally occurring biologically active compounds often exhibit unique physiological activities.2