Liquid-Phase Decarboxylation of Aromatic Haloformates: A New Access to Chloro- and Fluoroaromatics.
The treatment of phenyl chloroformates 1 with a Lewis acid in the liquid phase resulted in decarboxylation to the corresponding chloroaromatics 2. Fluoroaromatic compounds were synthesized from phenylchloroformates 1 through a sequential fluorination/decarboxylation in the liquid phase by treatment with excess anhydrous hydrogen fluoride under mild conditions. In all cases, yields were increased by performing the reaction in 1,2,4-trichlorobenzene, which is inert to Friedel-Crafts reactions.
Lui
Norbert
N
O.C. Business Group, Bayer AG, D-51368 Leverkusen, Germany, and Central Research Department, Bayer AG, D-51368 Leverkusen, Germany.
Marhold
Albrecht
A
Rock
Michael H.
MH