Iron (II)-catalyzed benzylic fluorination

…, R Woltornist, A Griswold, MG Holl, T Lectka

Index: Bloom, Steven; Pitts, Cody Ross; Woltornist, Ryan; Griswold, Andrew; Holl, Maxwell Gargiulo; Lectka, Thomas Organic Letters, 2013 , vol. 15, # 7 p. 1722 - 1724

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Citation Number: 73

Abstract

Direct C–F functionalization of benzylic sp3 C–H bonds is a synthetic challenge that has yet to be propitiously overcome. A mild, one-pot synthesis of monofluorinated benzylic substrates is reported with commercially available iron (II) acetylacetonate and Selectfluor in good to excellent yields and selectivity. A convenient route to β-fluorinated products of 3-aryl ketones is also highlighted, providing a synthetic equivalent to the difficult to accomplish ...