Copper-Catalyzed Regioselective Fluorination of Allylic Halides

摘要

Fluorination of organic molecules improves many of their properties, including solubility, bioavailability, and metabolic stability, and is therefore of great importance in pharmaceuticals and agrochemical industries. The allylic fluoride motif exists in many insecticides, herbicides, and prostanoid analogues (Figure 1). Compounds containing allylic fluoride moiety can also be used as synthetic intermediates for a large number of fluorinated compounds. Thus, the synthesis and application of allylic fluorides have received much attention. Generally, this functionality is assembled from dehy-droxyfluorination of allylic alcohols and nucleophilic fluorination of allylic halides which suffers from narrow substrate scope and poor regioselectivity.