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Synthesis 2003(4): 0598-0602
DOI: 10.1055/s-2003-37664
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New Entry to Functionalized 4-Aryl-2-methylenetetralones

Frédéric Garzino, Alain Méou, Pierre Brun*
Laboratoire de Synthèse Organique Sélective, GECOM2, UMR 6114, Université de la Méditerranée, 163 Avenue de Luminy, case 901, 13288, Marseille cedex 9, France
Fax: +33(4)91829415; e-Mail: brun@chimlum.univ-mrs.fr;
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Publikationsverlauf

Received 27 November 2002
Publikationsdatum:
07. März 2003 (online)

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Abstract

A new SnCl4-induced rearrangement of 2,5-diaryl-2,3-dihydrofurans allows a direct and efficient formation of the 4-aryl-2-methylenetetralone skeleton. Its scope and limitations are discussed.

Key words

2,3-dihydrofurans - methylenetetralones - rearrangements - Lewis acids - ring-opening

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8

Compound 6 could be stored for few hours in pyridine at -15 °C.