Synthesis 2006(8): 1339-1342  
DOI: 10.1055/s-2006-926396
PAPER
© Georg Thieme Verlag Stuttgart · New York

Addition of Thiols to Sulfonylacetylenes: Synthetic Applications

Rocío Medel, Joaquin Plumet*
Departamento de Química Organica I, Facultad de Química, Universidad Complutense, 28040 Madrid, Spain
Fax: +34(91)3944100; e-Mail: plumety@quim.ucm.es;
Further Information

Publication History

Received 28 October 2005
Publication Date:
27 March 2006 (online)

Abstract

The addition of propane-1,3-dithiol to p-toluenesulfo­nylacetylene affords the dithioacetal 1. This compound is a useful building block for the synthesis of new functionalized sulfanylvinylsulfonyl derivatives.

7

The reaction of propane-1,3-dithiol and p-toluenesulfonylacetylene in presence of Me3P (THF) affords a mixture of compounds 6 and 7 (mixture of diastereomers) (Figure [3] ).

Figure 3 Compounds 6 and 7