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Synlett 2011(12): 1683-1686  
DOI: 10.1055/s-0030-1260809
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 1-Pentafluorosulfanyl-1,3-Dienes

Wibke S. Husstedta, Joseph S. Thrasherb, Günter Haufe*a
a Organisch-Chemisches Institut, Universität Münster, Corrensstr. 40, 48149 Münster, Germany
Fax: +49(251)8339772; e-Mail: haufe@uni-muenster.de;
b Department of Chemistry, Clemson University, P.O. Box 340973, Clemson, SC 29634-0973, USA
e-Mail: fluorine@bama.ua.edu;
Further Information

Publication History

Received 2 April 2011
Publication Date:
29 June 2011 (online)

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Abstract

A series of pentafluorosulfanyl-substituted dienes has been synthesized from 3-pentafluorosulfanyl-prop-2-enal employing either Grignard reactions with subsequent dehydration or by ­oxidation of 1-pentafluorosulfanyl-alk-1-en-3-ols to the corresponding ketones and subsequent Wittig-type olefinations.

Key words

dehydration - 1,3-dienes - Grignard reaction - pentafluorosulfanyl group - oxidation - Wittig reaction

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