Synlett

Efficient Synthesis of 4-Fluorocyclohexa-2, 5-dienone Derivatives using N-fluoro-1, 4-diazoniabicyclo [2.2. 2] octane Salt Analogues

S Stavber, M Jereb, M Zupan

Index: Stavber, Stojan; Jereb, Marjan; Zupan, Marko Synlett, 1999 , # 9 p. 1375 - 1378

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Citation Number: 33

Abstract

Abstract: 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 10b-fluoro-1, 4-estradiene-3-one derivatives in high yields. Key words: fluorinated ketones, ...