CONVENIENT PROCEDURE FOR CONVERTING 1,3-DITHIOLANE-2-THIONES INTO 1,3-DITHIOLAN-2-ONES

Authors
BARBERO M DEGANI I DUGHERA S FOCHI R PISCOPO L
Citation
M. Barbero et al., CONVENIENT PROCEDURE FOR CONVERTING 1,3-DITHIOLANE-2-THIONES INTO 1,3-DITHIOLAN-2-ONES, Journal of the Chemical Society. Perkin transactions. I, (3), 1996, pp. 289-294
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
3
Year of publication
1996
Pages
289 - 294
Database
ISI
SICI code
0300-922X(1996):3<289:CPFC1I>2.0.ZU;2-Z
Abstract
1,3-Dithiolan-2-ones have been obtained by reaction of 1,3-dithiotane- 2-thiones and epoxides in the presence of HBF4 . Et(2)O. The reactions , carried out in anhydrous CH2Cl2 at 0-5 degrees C --> room temperatur e (Procedure A) or in anhydrous chlorobenzene at 0-5-->80 degrees C (P rocedure B), gave product yields of 63-95%. By Procedure B it was also possible to isolate the intermediates 1-oxa-4,6,9-trithiaspiro [4.4] nonanes in good yields (66-85%). Reaction pathways are proposed.