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Synthesis 2009(14): 2430-2434  
DOI: 10.1055/s-0029-1216828
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 5-Arylthio-3-hydroxyphthalates by the First [4+2] Cycloadditions of 3-Arylthio-1-silyloxy-1,3-butadienes with Dimethyl Acetylenedicarboxylate

Inam Iqbala, Muhammad Imrana, 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 2 January 2009
Publication Date:
27 May 2009 (online)

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Abstract

A variety of 5-arylthio-3-hydroxyphthalates were prepared by [4+2] cycloadditions of 3-arylthio-1-trimethylsilyloxy-1,3-butadienes with dimethyl acetylenedicarboxylate.

Key words

arenes - cyclizations - diaryl sulfides - regioselectivity - silyl enol ethers

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