Tetrahedron

The use of sulfines in nucleophilic acylation reactions

GE Veenstra, B Zwanenburg

Index: Veenstra,G.E.; Zwanenburg,B. Tetrahedron, 1978 , vol. 34, p. 1585 - 1592

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Citation Number: 25

Abstract

The thiophilic addition of MeLi and BuLi to aromatic alkylthio-and arylthio sulfines has been studied. The resulting dithioacetal monoxides are isolated in high yields. Reactions of MeLi with aromatic arylsulphinyland arylsulfonyl sulfines give the corresponding dithioacetal di- and trioxidcs. Acid treatment of dithioacetal monoxides results in aromatic aldehydes. The nucleophilic acylation of the acylanion equivalents obtained from sulfines is investigated. ...