Synthesis

Trimethylsilyl directed aromatic sulfonation with sulfur trioxide-dioxane complex

PGM Wuts, KE Wilson

Index: Wuts, Peter G. M.; Wilson, Katherin E. Synthesis, 1998 , # 11 p. 1593 - 1595

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Citation Number: 9

Abstract

Abstract: A mild procedure for trimethylsilyl group directed sulfonation through ipso aromatic substitution has been developed using in situ generated sulfur trioxide-dioxane complex. The process is effective with electron rich aromatic rings, but fails in the case of aromatic rings substituted by groups such as a carboxylate. Aromatic heterocycles form sulfur trioxide complexes which deactivate them to substitution. Key words: sulfur trioxide/dioxane ...

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