Metal-Catalyzed Benzylic Fluorination
as a Synthetic
Equivalent to 1,4-Conjugate Addition of Fluoride
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Abstract
We explore in detail the iron-catalyzed
benzylic fluorination of
substrates containing aromatic rings and electron-withdrawing groups
positioned β to one another, thus providing direct access to
β-fluorinated adducts. This operationally convenient process
can be thought of not only as a contribution to the timely problem
of benzylic fluorination but also as a functional equivalent to a
conjugate addition of fluoride, furnishing products in moderate to
good yields and in excellent selectivity