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Synthesis 2003(2): 0267-0271
DOI: 10.1055/s-2003-36822
PAPER
© Georg Thieme Verlag Stuttgart · New York

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

Ahlem Bensari, Nurulain T. Zaveri*
Biopharmaceutical Division, SRI International, Menlo Park, CA 94025, USA
Fax: +1(650)8593153; e-Mail: nurulain.zaveri@sri.com;
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Publikationsverlauf

Received 17 September 2002
Publikationsdatum:
22. Januar 2003 (online)

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Abstract

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.

Key words

ortho-acylation - Lewis acid - electrophilic substitution - hydroxyaryl ketone - regioselectivity

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