MICHAEL ADDITIONS TO 3(2H)-THIOPHENONE 1,1-DIOXIDE

Authors
HOFSLOKKEN N FLOCK S SKATTEBOL L
Citation
N. Hofslokken et al., MICHAEL ADDITIONS TO 3(2H)-THIOPHENONE 1,1-DIOXIDE, Tetrahedron letters, 37(1), 1996, pp. 119-122
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
1
Year of publication
1996
Pages
119 - 122
Database
ISI
SICI code
0040-4039(1996)37:1<119:MAT31>2.0.ZU;2-2
Abstract
The addition of thiols and amines to 3(2H)thiophenone 1,1-dioxide take s place with extrusion of sulfur dioxide, furnishing in high yields th e corresponding vinyl sulfides and enamines. Addition of dithiols affo rded the corresponding thioacetals. The rates of the the Michael addit ion and the extrusion reaction are strongly influenced by the solvent employed. In ethanol, sulfur dioxide extrusion took place even at room temperature.