Organic Chemistry Portal

Abstracts

Search:

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



see article for more reactions

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.

see article for more examples



Key Words

arenes, electrophilic substitution, fluorination, Grignard reagents, heteroaromatic compounds, NFSI


ID: J66-Y2010-1990