The Journal of organic chemistry

Liquid-Phase Decarboxylation of Aromatic Haloformates: A New Access to Chloro-and Fluoroaromatics

N Lui, A Marhold, MH Rock

Index: Lui, Norbert; Marhold, Albrecht; Rock, Michael H. Journal of Organic Chemistry, 1998 , vol. 63, # 8 p. 2493 - 2496

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Citation Number: 3

Abstract

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- ...