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Synthesis 1997; 1997(2): 221-224
DOI: 10.1055/s-1997-1173
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A Simplified Preparation of Vinyl Sulfides, Selenides and Tellurides by a Wittig-Type Reaction

Claudio C. Silveira* , Mauro L. Begnini, Paula Boeck, Antonio L. Braga
  • *Depto de Química, Univ. Fed. Santa Maria, 97119.900 - Santa Maria, RS, Brazil, Fax +55(55)2261259; E-Mail ccsilva@quimica.ufsm.br
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Publication Date:
31 December 2000 (online)

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The preparation of several vinyl sulfides, selenides and tellurides by Wittig-type reaction in a one-pot procedure is described. The chalcogenyl triphenylphosphoranes 3 are formed "in situ" by the reaction of chloromethyl phenyl chalcogenide, potassium tert-butoxide and triphenylphosphine. Reaction of 3 with carbonyl compounds afford the vinyl chalcogenides 6-9 with preferential Z-configuration.

vinyl sulfides - vinylic selenides - vinylic tellurides - Wittig reaction - aldehydes - ketones