SHORTPAPER	Synthesis 2006: 762-764   DOI: 10.1055/s-2006-926322
© Georg Thieme Verlag Stuttgart · New York
Reinheckel Protocol Revisited: Synthesis of (E)-α,β-Unsaturated Sulfoxides
Giovanni Signore, Simona Samaritani, Corrado Malanga, Rita Menicagli*
Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Risorgimento 35, 56126 Pisa, Italy Fax: +39(050)2219260; e-Mail: rime@dcci.unipi.it;
Received 4 August 2005

Abstract

A new synthetic approach to aryl and alkyl α,β-unsaturated sulfoxides is reported. The reaction has been optimized with respect to solvent, temperature, and ratio of reagents. The described procedure allows the synthesis of the title compounds in good yields (71-82%) starting from readily available reagents, in a cost-effective procedure.

Key words

sulfoxides - organometallic reagents - alk-1-enyl alanes - aluminum - Reinheckel reaction