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Synthesis 2009(13): 2223-2235
DOI: 10.1055/s-0029-1216801
DOI: 10.1055/s-0029-1216801
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Diversity-Oriented Synthesis of Functionalized Diaryl Sulfones by Regioselective [3+3] Cyclizations of 1,3-Bis(siloxy)buta-1,3-dienes with 2-(Arylsulfonyl)-3-ethoxy-2-en-1-ones: Scope and Limitations
Further Information
Received
15 January 2009
Publication Date:
12 May 2009 (online)
Publication History
Publication Date:
12 May 2009 (online)
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Abstract
The formal [3+3] cyclization of 1,3-bis(siloxy)buta-1,3-dienes with 2-(arylsulfonyl)-3-ethoxy-2-en-1-ones, readily available by reaction of β-keto sulfones with triethyl orthoformate, allows the synthesis of a variety of functionalized diaryl sulfones with very good regioselectivity.
Key words
arenes - sulfones - cyclizations - regioselectivity - silyl enol ethers
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References
All crystallographic details of this publication are contained in CCDC-717949 (4ae) and CCDC-717950 (4d), 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; e-mail: deposit@ccdc.cam.ac.uk.