Synthesis 2010(22): 3906-3912  
DOI: 10.1055/s-0030-1258254
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Mild and Efficient Synthesis of Buta-1,3-dienes Substituted with a Terminal Pentafluoro-λ6-sulfanyl Group

Maxim V. Ponomarenko*a,b, Yurii A. Sergucheva, Gerd-Volker Röschenthaler*b
a Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanskaya Str., 02094 Kiev, Ukraine
Fax: +38(44)5732643; e-Mail: maxponom@yahoo.co.uk;
b School of Engineering and Science, Jacobs University Bremen gGmbH, Campus Ring 1, 28759 Bremen, Germany
Fax: +49(241)2003229; e-Mail: g.roeschenthaler@jacobs-university.de;
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Publikationsverlauf

Received 25 June 2010
Publikationsdatum:
14. September 2010 (online)

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Abstract

An efficient four-step route towards the synthesis of conjugated 1,3-dienes substituted with a terminal SF5-group was proposed. Key steps of the synthetic sequence are the bromination of 1-(pentafluoro-λ6-sulfanyl)alk-1-enes followed by dehydrobromination of the corresponding products.