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Synlett 2008(15): 2331-2333  
DOI: 10.1055/s-2008-1077977
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Regioselective Synthesis of Functionalized 3-(Methylthio)phenols by the First Formal [3+3] Cyclocondensations of 1,3-Bis(trimethylsilyloxy)-1,3-butadienes with 1,1-Bis(methylthio)-1-en-3-ones

Mathias Lubbea, Renske Klassena, Tiana Trabhardta, Alexander Villingera, Peter Langer*a,b
a Institut für Chemie, Universität Rostock, Albert Einstein Str. 3a, 18059 Rostock, Germany
e-Mail: peter.langer@uni-rostock.de;
b Leibniz-Institut für Katalyse an der Universität Rostock e.V., Albert Einstein Str. 29a, 18059 Rostock, Germany
Further Information

Publication History

Received 21 April 2008
Publication Date:
15 July 2008 (online)

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Abstract

The [3+3] cyclocondensation of 1,3-bis(silyl enol ethers) with 1,1-bis(methylthio)-1-en-3-ones results in the regioselective formation of 3-(methylthio)phenols. The products represent useful synthetic building blocks, which are not readily available by other methods.

Key words

arenes - cyclizations - regioselectivity - silyl enol ethers

    References and Notes

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  • 24 CCDC-685823 contains all crystallographic details of this publication and is available free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html or can be ordered from the following address: Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033; or deposit@ccdc.cam.ac.uk