A new synthesis of α-fluoro-α, β-unsaturated ketones and esters based on organoselenium methodology

Y Usuki, M Iwaoka, S Tomoda

Index: Usuki, Yoshinosuke; Iwaoka, Michio; Tomoda, Shuji Journal of the Chemical Society, Chemical Communications, 1992 , # 16 p. 1148 - 1150

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Citation Number: 17

Abstract

Fluoroselenenylation of α-diazoketones and α-diazoesters using a phenylselenenyl fluoride equivalent, generated in situ from phenylselenenyl bromide and AgF, followed by oxidation with hydrogen peroxide, provided α-fluoro-α, β-unsaturated ketones and ester, respectively, in moderate yields.