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| PAPER | Synthesis 2003: 0267-0271
DOI: 10.1055/s-2003-36822 |
© Georg Thieme Verlag Stuttgart · New York
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Titanium(IV) Chloride-Mediated
Ortho-Acylation of Phenols and Naphthols
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| 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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Received
17 September 2002 |
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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