Collect. Czech. Chem. Commun. 2009, 74, 771-783
Published online 2009-04-08 10:24:59

Sulfanylation of 1,3-dithiane anions by 5-(alkylsulfanyl)-1-phenyltetrazoles

Venugopal Gudipati, Reena Bajpai and Dennis P. Curran*

Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA


An unusual reaction between 1,3-dithiane anions and by 5-(alkylsulfanyl)-1-phenyltetrazoles has been discovered in which the dithiane anion formally displaces the 1-phenyltetrazole ring from sulfur to provide a sulfanylated dithiane.

Keywords: Tetrafibricin; Total synthesis; 1,3-Dithianes; 5-(Alkylsulfanyl)-1-phenyltetrazoles; Nucleophilic additions; Sulfanylations; Sulfur chemistry.

References: 15 live references.