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Titanium(IV) Chloride-Mediated Ortho-Acylation of Phenols and Naphthols

Ahlem Bensari, Nurulain T. Zaveri*

*Biopharmaceutical Division, SRI International, Menlo Park, CA 94025, USA, Email:

A. Bensari, N. T. Zaveri, Synthesis, 2003, 267-271.

DOI: 10.1055/s-2003-36822


The use of titanium(IV) chloride as a Lewis acid for direct ortho-acylation of phenols and naphthols proves to be a convenient, more general and direct route to various hydroxyaryl ketones. The route is regioselective, leading to ortho C-acylated products in satisfactory to high yields in most cases.

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Key Words

acylation, Friedel-Crafts acylation, ortho-acylation, Lewis acid, electrophilic substitution, hydroxyaryl ketone, regioselectivity

ID: J66-Y2003-1750