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Synlett 1999; 1999(9): 1375-1378
DOI: 10.1055/s-1999-2840
DOI: 10.1055/s-1999-2840
letter
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Efficient Synthesis of 4-Fluorocyclohexa-2,5-dienone Derivatives Using N-Fluoro-1,4-diazoniabicyclo[2.2.2]octane Salt Analogues
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Publikationsverlauf
Publikationsdatum:
31. Dezember 1999 (online)
![](https://www.thieme-connect.de/media/synlett/199909/lookinside/thumbnails/10.1055-s-1999-2840-1.jpg)
4-Fluorocyclohexa-2,5-dienone derivatives were obtained in high yield by reaction of para substituted phenols with 1-fluoro-4-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoro-borate) (1a, SelectfluorTM F-TEDA-BF4) or its 4-hydroxy analogue (1b, AccufluorTM NFTh) in acetonitrile. Estrogen steroids were readily converted to 10β-fluoro-1,4-estradiene-3-one derivatives in high yields.
fluorinated ketones - halogenation - phenols - steroids