Large-Scale Preparation of Aromatic Fluorides via Electrophilic Fluorination with Functionalized Aryl- or Heteroarylmagnesium Reagents
Shigeyuki Yamada, Paul Knochel*
*Ludwig-Maximilians-Universität München, Department Chemie und Biochemie, Butenandtstrasse 5-13, Haus F, 81377 München, Germany, Email: paul.knochelcup.uni-muenchen.de
S. Yamada, P. Knochel, Synthesis, 2010, 2490-2494.
DOI: 10.1055/s-0029-1218816
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Abstract
Functionalized aryl- or heteroarylmagnesium reagents, prepared from the corresponding bromides or iodides using halogen-magnesium exchange or direct magnesium insertion in the presence of lithium chloride, reacted smoothly with N-fluorobenzenesulfonimide to give the corresponding aromatic fluorides in good yields.
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Key Words
arenes, electrophilic substitution, fluorination, Grignard reagents, heteroaromatic compounds, NFSI
ID: J66-Y2010-1990